Medicinal Chemistry Practical EXPERIMENT NO: SYNTHESIS OF CHLOROBUTANOL "MIM: To synthesize Chlorobutanol Irom Acetone PRINCIPLE: Chlorobutanol is also known as Chloroketone, It is a trichloro derivative of tertiary butyl alcohol. It is prepared by combination of acetone and chloroform in the presence of solid potassium hydroxide Chlorobutanol is used as local anaesthetic in dental preparations and also antiseptic. CHEMICALS: Chloroform, acetone and potassium hydroxide. PROCEDURE: Mix 11 ml of chloroform and | gm of solid potassium hydroxide in a round bottom flask. Shake unti the potassium hydroxide dissolves. To this solution, add 14 ml of acetone and shake well for 15 minutes, Then set aside for half an hour, crystals of chlorbutanol were separated out. RESULT: — Practical Yield: 5° 34 970 Percent Yield: 33°94 Melting point: 95%¢- 990+ T. Y. B. Pharm/ Semester VI/ BP607PMedicinal Chemistry-IIl Practical Reaction: i HR cela a n HataC tHa + CHCs si = Ato Clhlevofoyry 4% thipvobutanct : Mth: © ls SS Ctla + KO Than) (Chlovehim) —— Frauhaning) 2 a re th CHa ttt, —> Ral-C-a tH ig + ttl, ¢ tay | Heo - = OF Hal =(— (ha t Cus chlevo butanol - CaleulaK om = melwt a a itn = C8 9 molt pt cBlovedoymn molt st “Chior zntane) = wh Mateo ne = yxp. EDL thlevt farms ‘iUeaticinal Chemistry IH] Prac tical Caleutaron Atcione+ Chloroform > clilorb uta mep wl acone: £8 No]. wl: & eed Hes g moh tote felove ubanol= tir $9. tots gp acetone: vxD= 45K o- 18> 35 234 wl ef eulercform= V*P= 5x1 MHET= F 0-Gos moles n 4 aurone> 35 259° uq cleloroform : ps SDSS 0:0 Ws Imole of cHels = [mole 6 thtowbutanol Centeyo form) OO 60> motes GY og = O°0E02 moles Cl Chlorvoburangs 602 moles * 1 thiovonital yerld of clloyo burauel= 6-060>% mh 210-68 y. —= Puaektal yeild= 5-36 *h Yeild= Practical yeitd ee Thuovoneal yertd toee fete IOS = 50-\8]- V.Y. 0. Pharm arm/ Semester VI/ BP607P 'Medicinal Chemistry-1H] Practical EXPERIMENT NO: SYNTHESIS OF 7-HYDROXY-4-METHYL COUMARIN cinol and ethylacetoa [AIMz To synthesize 7 Hydroxy ~<4- methyl coumarin from res PRINCIPLE: A general synthesis of coumarins involves the interaction of a phenol with a Keto ester in presence ofan acid condensing agent (Pechmann reaction), The reaction conducted with a strong reerted acid such a5 methanesulfonic acid or a Lewis acid such as AICI, The acid catalyses rains rifeation as well as keto-enol fautomerisation: Concentrated sulphuric acid or is usually used as the condensing agent for simple monohydtie phenols and (- ketoesters, although phenol itself reacts better in the presence of aluminium chloride. The mechanism of the reaction involves the initial formation of a f hydroxy ester by trans-esterfication, which then cyclises by Michael addition and dehydrates to yield the coumarin. Polyhydric phenols, particularly where the two hydroxy groups are ‘meta oriented, react with great ease and sulphuric acid is used as the condensing agent with careful temperature control to ensure a good yield. CHEMICAL! esorcinol, Ethylacetoacetate, conc. Sulfuric acid eo ml of cone, HsS0, in a beaker. Cool in an ice bath to below 10°C. In another Fee tuaie | 8of resorcinol in 14 ml of ey acetoacetate and cool 10 10°C. Add the chilled cone. ee ‘er and stir for 90 minutes while maintaining the temperature at 10°C. Add the g of crushed ice. Filter the erude product and reerystallize using ethanol. RESULT: Practical Yield: SB&-Grin Percent Yields 2279p Melting point: 2-49. 1 GS°C TY. 8 Pharm ‘harm/ Semester VI/ BP607P. i‘Medicinal Chemistry-Il Practical Caleta cn: Atooue(nel+ Pinuwt gelale + Wo £04 > Pry lute Mol wt of Chul” aeian = 120 qr 7 v Meo} 4 4 Lioeutinol . Lin avy re Od ethyl aeetate volxdiniity = nyo 40 =I Pb arn mat o4 uutouctng| laken - Lar) Nt moleo Ot wroaurinol = WA = Vip = 0009- nlmoleo of ehnyl aniati) = W/m b26fap = D004 boda iathank —~ 6.909 puodueh « ThenuotPrat Yerrd = NYM = 0-009 vy rth arn = SRY apy fe Thieuctical yeild ts PS PH rn _ Payee yee) = 36qro —_—_—T au 1. ¥. B. Pharmy Semester VI/ BP6O7Pose, oH 1 mre Eth ale - “dcekaly Vy ONS I mw et We payor T=0 er c=0_ <— Qk th Fou Gig Oa Ha © 1 6 ew a to> ane JGhs oH Bee ae) Oot | + H307* ial ou. Ey Reackons Pde. A HasDH ‘> + 0 Ee Cor tt J on 07 0 oon Shyt= 2 huydecoouy- 4 ~ Qceto - hued bag) — aeeiate ~ Bumatein 1. Y. B. Pharm Semester VI/ BP607P.Mecticinal hominy MEP sw tia EXPERIMENT NO; SYNTHESIS OF SULPAANTLAMIDE: AIM: Lo synthenize Sultinitanide tone Avetanilide PRINCIPLE: Sulphunitinide can be prepared by thine avcninidite anit eatin vith een ehlorosulphonie acid, whieh pives pacetamidobenzenesalplianyl cba valid asuily conesponding p-teetamiddabenenesitphonmide upon twaetion vith auuonient ininenionn cn the aectamidy groups can easily wnulerpe acid catalyzed hydsolyss sections hy fas jr aminn sulphonamide (sulphanitamide) i Mica regi CHEMICALS: Acetunilide, Chlorosulphanie acid, cone, amnion, dilite sodium bicarbonate, concentrated hydrochloric avid wilphiric wed PROCEDURE: Step 'o prepare pracetamldobenzenesulphonyl ehlorlde Equip a double n etl 500 mn flask with a dropping funnel and a vellux condenser, Adtact the top of the latter to 4 device for the absorption of hydropen eliloride, Take 20 (0.144 mul) of dry acetanilide in the Mask and a good grade chlorosulphonic acid, 50 ml (90 p, 0.77 mol) in the dropping fused suid tac calcium chloride guard tube into the latter, Add the ehlorosuphonic Mask from time fo time t ensure thorough mixing, Heat the re Jd canal portion an sbuake the Hon mixtine on yater bath for LA aller mixing in order to complete the reaction, Keep some time far « mixture in a thin stre ating and thew pour the wily n with stirring, into 300 y of esushed ice (or ice water) contained in aE litre beaker. Carry out this operation carefully in the fume euphonrd since the exces of ehlurosulphonic acid reacts vigorously with the water. Rinse the flask with a little fee water and adel the cenitents to the contents of the beaker. Break up the lumps (if any) of solid materi stirring for several min in order to obtain an even strspension of the aucetamidobenzenesulphonyl chloride at the pump ane wash it with a fit well, Use the erude product immediately in the next stage, ler riwvsiny, ‘and ix the content by white solid, Filler off the p cold water, press nd dean Step 2: To prepare p-acetamidobenzenesulphonuniies Transfer the crude pone of 70 ml of concentrate niclobenzenesulphonyl chloride to the rinsed reaction flask and add a mixture ninonia solution and 70 mi of water. Mix well the content of the flask and heat the reaction mixture with occasional swirling (Fimme cupboard) to just below the boiliny po about 15 min the sulphonyl chloride will be conv. sulphonamide, Cool the product suspension in just avid to congo red p or ted into.a pasty stypension of the corresponding xl then add dilute sulph per. collect the proxluct on a buchner funnel, wash with rain as completely as possible. itis desirable, but not esse pacetamidobenzenesulphon the next cid until the mixture is little cold water and 1, 10 dey the er mide at 100°C: the yield is about 18 4. Th atcrial is sufficiently pure for (ep 3: To prepare uminobenzenesulphonanide: nsfer the crude p-cetamidobensenesulphon nide 10 a 500 mf flask, mix 10 ml of concentrated & ‘TY. B, Pharm Semester VI/ BP607PMedicinal Chemistey-IL Practical etn Pe 8 440 Mm ‘ a a= Soot + Os on —>__Ul-s-py, + OF S= Nl na * $+ pe 4 5 tt tt ce 0 CG NHODENg o NA TOCRS = “To tl + a= $f Qa tnt ve — > 7 ooen a Sone NH CoH, NH CDE Cs NS ws ts “et Rae O=ee0 O2NH 1 a NH COCHS. yNH> aS (a+ Cacool WI qed ha sant Lapauolpats ) Dll OH pxic_themica : ; thin bun ¥ eye dawage sHetaly imbated Mow ta woptratory rvitabon “Aedeb violently wilh watep 0 “Romp tive- $e Poe eee ee eee 10 TY. B. Pharm’ Semester VU BP6O7PMedicinal Chemisev-lll Practical ater, Boil the mixture gently under relly for 30.45 ,, Min MES. Theat fy jchlorie acid 30 ml of w ven Should deposit no solid amide: ia solid sepa bon, heat the mixture tof solution to room tempe ; the cooled solution with 2 g of decolourising ci with suction through a hardened filter paper. Place the filtrate of the mixture ¢, Minnitamide hydroehforide) in a one litre beaker and carefully add 16 g OF solid sexing potions with constant stirring. Affer the evolution of gas has subsiqeg 2% itis still acid, add more sodium hydrogen carbonate yn) period. 1 carbonate in. son suspension with litmus paper and Cool in ice, filter off the sulphanitamide with suetion and dry. Recrystallize from water or from qi MN Oby RESULT: Practical Yield: Percent Yield: Melting point; No butyl isow auak *Heghly hazaudous, foxick cmotuu chemical + Highly flammable Liquid te vapouy * Houmpul tf twaltowed : ~ Tonic tw contac with thu * Fatal if imkated “Reach violently with watey . ny. B. Pharm/ Semester Vl BP607P .Medicinal Chemistry-III Practical SYNTHESIS OF HEXAMINE, AIM: To prepare hexamine from formaldehyde and ammonia PRINCIPLE: Hexamine is heterocyclic organic compound (CH2)6N4. It has symmetrical tetrahedral cage- like structure. It is prepared by condensation reaction between formaldehyde and ammonia. CHEMICALS REQUIRED: Formaldehyde — 4.7 g Ammonia Solution — 7 g¢ PROCEDURE: About 4.5 mL of 30% formaldehyde solution was taken in a beaker and add 7 mL of 24% ammonia solution, until the solution is slightly alkaline. The mixture was heated on a water bath for 5 minutes and allowed to stand for 15 minutes. The solution was filtered and then evaporated on a direct flame using china dish to a thick paste. The hexamine crystals are obtained and dried. It was recrystallized from water or alcohol. Hexamine forms colourless, odourless crystals, which are soluble in water and 90% alcohol. USE: Urinary anti-infective agent RESULT: Practical Yield: D+ 6389 Percent Yield: 17° 45+/ - Melting point: 280°C * ‘T. Y. B, Pharm/ Semester VI BP607P-Medicinal Chemistry-lll Practical ¢ techn? S ~H20. NH ; = TON Ca Ne HNC = (Hot NH Ho-CHa-NH> ae LEP CH NI Hon Uy NH-Uiy- NH Ota “NH — Ho N= (H2 -N He” Cyn =n (enh yen BN? NH = NW SN-OBNH => ANH C= NT Swe N Ad J J = how At [V-NPs NH =NH NH 1 CNT T 1 as = NN S MSN i N. i tr Le NH t CHoNH (CHexamind) Reathons ANH +6 tH ge fl + Gro. Men #20 TaleuIpn wd Mol-uot*o{ tomaldihy de = 30-03 ol: ; ina. 30-0349» fri a wt of = 140- © Tain Fedele Bibra ANH, + GHCHO > hxamine +439 ae Auvamine vole rd St Theor tical ™ T.Y.B. Pharm Semester Vi/ ch te ster VU BPOOIP—-Yerid= 229m. 13 denaity 2 o 7 ; SreegS. HMO = 1mm a ican ‘ mt “a ww fro3y 30°03) ral gett : 0°02 E08 mol-cy hexannur, theovolital yeild = 9 02608 x pe : ores 9659 et 0: 156" hols © PrOCHital yeitd We Ytid= Meas. Cm of hexamine) a AyMecicinal Chemistry HE Practical EXPERIMENT NO# ASSAY OF ISONICOTINIC ACID HY DRAZIDE ase pity of given sample of Isunicetie seid Hydride tablet nine the percent AIM: To dete s assayed by the direct titration of solution anti-tubercutar drug. 1s eee dition of potassium bromide in the presence of acid wedi During oxidation reation liberated bromine reacts wilh isoniazid aii Md Avo dye methyl red indicator is used in this titration, decolorized the red PRINCIPLE: Isonicotinic acid Potassium bro hydrochloric to form isonicotinie aci colour is the end px { hydrazide’ isoniazid is an PROCEDURE: Preparation of 0.016 ‘About 2.783 gm of Pota water. Standardisation of 0.0167 M Potassium bromat 30 ml of above solution was transferred in ag! followed with 3 ml of HCI was added. Allow to vn thisulphate adding 3 ml of starch solution TS and the end p Molarity of Sodium thiosulphate 7 M Potassium bromate solution: sium bromate was dissolved in water and made up 10 1000 ml with distilled es lass stopper flask and 3 g of Potas ‘stand for 5 min, titrate liberated lodine ‘aint is approached. sium iodide and with 0.1 M so Concentration of 0.0167 M Potassium bromate= ‘Volume of Potassium bromate je acid hydrazide tablet i necurtely and witurate, A quantity of tablet titrate equivalent to 0.05 g of 20 ml conc HCI & 0.2 g of KBr. Isonicotinic acid hydrazide. In a iodometric flask add 100 ml water, ‘Tivate slowly with continuous shaking against 0.0167 M potassium bromate (KBrO3) using Wo drop of r-thyl red as an indicator until red colour disappear .7M Potassium bromate KBrO3 = 0.003439g of COH7N3O. Assay of Isonicotini 10 tablets were weigl Each ml of 0.016 RESULT: Content of Isonicotinic acid hydrazide per tablet was found to be: LP limits: AL pew 1PJ022, tle table contatha not leo than 95:0 :/- net mou than 105-0°/- CONCLUSION: T. Y. B. Pharm/ Semester VI/ BP607PMedicinal Chemistry-IHI Practical Reaenon t Bro > Bl cts) oe. ted . KBi0g +5 KBv + HU 3Bte +EkCL +3120 T2wNOsfs03 — Naa Sy» 0g + ONAL =NFENAg a BY + By 2 1s] tWaN-NHo ~~ NENT Had 2 Te aan (aleulaban : x (TH &{ kBrOs = 3m & Bra) x3 GM a INH = ones “Bra ) Mm 4 kKBr03 = 6M of Br Amo INH = 6M BY Bye & D2kBr03 = BINH: 2k 1ppo ml Of Im kBroa = 3% me INH [3X 137-14) ~ 2ocom! S{ [i kBrO3 = 4N ARG of INH LoDo mat tt 1m kBrOs = 205 TI J epi rmd oft IM _kBr03 = 0-205 INH 1m 6 0 -0/G7M kKBrOs = 0-003 4a a{ INH = vot Of I bre = 614 T Wt Of sath tabuk = 0-55 £2 4 (Qua wt) 0 + 5582 am & Tablet hituuare =D. 3909 PLINY eet M=_0 - 093032 q Sy “labll Bilal, = Ce 19 TY. B. Pharm/ Semester VV BP607P.Medicinal Chemistrv-IIl Practical =D 005435 gm Of INH Tiley pp 1e-1m KBr 08 Sy fusiginal Fattey I neue cied Fritior- tml by 0-0/21M kars= 0 DO248 oa INH s (243ma) v _[rot_Ot. kprDa "2 4a ma INH - ! 1s mie= 2 (0-53729) 0430339 o 11+ 0-031 Gro ef INH - o-SSQoe q avis = D 2.00rn o1 INH avgiabit or) wees 000248 [ml &{ KBr03= O-PS 8-930] INH readeig> 5 rf} Of KBr = Feeceies 0 0372 q % INH - 0- 0930339 TT — Tety—ermmy 0° 0372 9 ag INH © v0: 55334 YI p-3e “fey 0-22 32.9 of INH 7 = z ni 30-Lb re 29 3 2g ef INH” a [il km oa= FINA 90248 Top INT cond raking 15 aml harps = foepy gabe +0: 037676 4 BINH - 00-5291 0: 0430334 4 TT - BS tt -0:037696 g of INH * D582 9 Bf IT 2 gy Piece 2g op IN) [0-22619) a ae, ANH ad Grn SINK ——————— So reading tml Sy EBr03= 0-003H34-9-6/- IN} 0+ 00242 q a INH - 15 mol g} KBrO3 = Oneb+s8 grey INH D379. @ St ot 0 093033 9 o 11 — d-B5158 of INF 0-037 z . 2.9 OY INH - AGES Gof 11 ERP Port Danan 4 a in . = 223-3 mq af INH T.Y. B. Pharm/ Semester VI/ BP607P 2\leatiownal Chemistry HE Practical PEAVERIMEN TE NO ASSAY OF METRONIDAZOLE purity oF given sample of Mettonidazole tablet jeune the perenne PRINCIUEES Sutistanve ite very weak Tiraesd wally womsnguconts seh tive sharp end point in aqueous solution can be one aqieots tiation based on WronstedhLowry” theory eventing. (0 this theory’ an acid ‘a sulvtance which tends to dissociate 10 yiel proton, ana base is prey awe Le 4 bstace whieh tends to combine with a proton, When an vet ssosntes i yiekds a pron togetfier wih the confuse base B of the acid AiSniacole i a weak base ais assayed By nonsnduaoi tivation, When a weakly basic drug is hsie property of mineral is enhanced. If solves in aidie solvent with titration of perchloric acid, the lorie acid is added in acetic avid, the acetic acid behaves 28 4 base and combine rerehlorie acid to form onium fon which act as strong acid, the onium ion is entor used in this titration is crystal violet, ‘The use of water molecule to form acetic acid vial or busie property do not (Fis a proton donor, ie aa strong avid Tike pete! vith proton donated by P eaily donates the proton fo the base, The acetic anhydride inthis solution, it combines with the PROCEDURI Preparation of Pe lorie acid 0.1M 1 Teed 83 nal of Perchlorie acid in 900 m| of glacial acetic acid shake vigorously and continuous viNive thew aided 30 mlacetie anhydride and make up the volume to Tire with ala jal acetic acid aera eer fovatand for 2 Hours before ase, The acetic anhydride reaets with the water in perchloric ae ee ves in glacial acetic nod thereby making the resulting mixture practically anhydrous. Stalarisation of 0.1 N Perchlorie acid Niu .se of Potascinn hydrogen phthalate were weighed accurately and wransfer in a 100 mi conicat Task, previously died at 1200C for 2 hours. SOml of glacial ace was added, warmed if fasevsary. to agsolve the salt completely. Cooled and titrated with 0.1M perchloric acid using erystal ASerb- taal (drops) as an indicator. The end point is colour changes from violet :9 emerald green. Tach | ml oF0,IM Perehlorie acid = 0.02042g of Potassium hydrogen Phthalate Assay of metronidazole: AO a a (Sides as added, warmed ste or 2-vin (on water bath with swvering). Cooled aoa sucted ith 1M peel ea txystal violet as an indicator, The end point is colour chany He a enealvcretl ae , ‘olour changes from violet to emerald-greer Each ml of 0.1M perchloric acid = 0.02042g of Potassium hydrogen Phthalate. RESULT Content of Metronidazole per tablet was found to be: LP limits: As pey 1P.2022, yablet contains not (easthan 95:0). LNMT}050-/. CONCLUSION: T. Y. B. Pharm/ Semester VI/ BP607P.dicinal Chemistry-IIl Practical Rearkan . Chon dpuodlls ah oo on = Kilby sek = =< - rare Cl Dac) 10H > COOH a A halt Aud fotatrium thlorals PL 1 | tHUoy” ——> ON — 4 nae A Noe Ln, + 04 i woo | H : Hs ‘ Feurlorte wT thlorat purtitnidarrle grid, fonina nf geld Ab woehtnidarnle 1. ¥. BL Pharm/ Semester VI/ BP6O7PMedicinal Chemistry-II Practical cqandawdisaben Caleutabon : vonelourligabon 6}_o-1N Pouttorie fed an adiaakon el nein Peutbye Aid. aoa rit Ati +2042 haar Le IP. p-lm= 0 Sqn By KHP = vn Lt popu? = 24 4e mi: yes “LN it Avid) 6S 9p of ki my) tn) Nie N2V9 | O [xa Ss Mex =D OTT=Ne —— oO IN = 0- ONING] a Mebonidarole obT7=_* 44) mizs 0° 0131714 gro Yl thn OTN - 0-913179 g a MI. dp. b Mal of 0-077N — 0-276) gro o poz * = O19 Ima 1 Mya — Av bE dtapudt — 093° diablub= 0° 93S/2 = 0+ 46759 0-4 EI 30m 4 TT = A Yam of MZ - pv 0-3 gm w fora. ower X03 Yacbn fang = OIE = 9 ST). ar - fn pn BR [Wi-0-348 am) Sh veild py} RHO FG Shirt 2d: émi yp TiN = 270) gm 64 MTZ - 0°34 T= __0-270] 96] MTZ 0: 4673) fn of ti- _? (p- 3026)" yyulls 3626 x100= Io-eb 400 ‘1. Y. B. Pharm/ Semester VI/ BP607PMexliconal Chemisty HEF vetical PAPERIMENT NO! ASSAY OF DAPSONE Arne, er aetermine the peteettate party of piven sample of tablet prince apoone ts cain po Aaaronin compound UT pape inition wit Ae aay soto coveia A gzen ale into eine wich ives Pte colour wi tization ‘amin siphon phone, TEs atsayedd By decd ui waliazotized by nitrous acid eal by 1s 1 The foe prima id hydrochloric acid to for i fc F indicator ie. starch iodide nine is diazotized. After the end point in contact with starch iodide paper. tt cating the end point present an caps coin! point ca be determi aulivin witeite sit excess OF nitrite come th starch in PROCEDURE jparation of 0.111 Sean tet sol i Prot soi trite was dissolved in suiefeut water to produced 1000 1! ‘Standardisation of 01M Sodium nitr Deals was dissolved in 50 mt of 2 hydrochloric added, cool in ice and titrate with 0.1M sodium nitrite solution using acid, 34, of potassium bromide was 12 starch iodide paper as external aor Th mnl af 0,1M Sodium witrte= 0.017328 of COLTNO3S Assay of Dapsone tiblet: Weel tablet possder equivalent 0 0.12540 oF dapsone Labi Dissolve it in a mixture of 8 ml of 2M hydrochloric acid and 8 ml water in 250 ml beaker. The solution was cooled to about 15°C and carry cout sodium nitrite Htration: with 0.1 M NaNO, solution using. starch iodide paper as an external indicator. Tix point is immediate appearance of blue colour Vach mi of 0.1M sodium nitrite 0.0124 1p of APL ‘of solution in beaker in ice salt water bath, ‘of C121 2N202S. Precautions: tip of burette touching st ach ml of 0.1M sodium nitrite= 0.01241 RESU Content of Dapsone p tablet was found to be: Le timis: 739-104 mg CONCLUSION: T. Y. B. Pharm/ Semester VI/ BP607P :falaulaban Meaicinal Chemistry-Il] Practical wh & 20 taht = aaogrr i qaplut? 2210 © avg ot oy 1 oo jab = 100 ; 6 MAS ore dpsed tov dau) oussqm 1 (BS gm op = 100mg of dapsom nen i v4 2) 0 [00 qrn 64 dops on Ort ™ = Oks dopson vata thuwale 94 °F ORS xXO'NBS = az O-I416 4 0-100 —— & 0-142 gro i 0-142 gro of tabloe " = ORS trusts O vaslon t C taal lain) 0150 9m o Habe 7 x q Ai io gm oy dapsone OISDXORS - . ana 0: 1320 9m q dapsen lm Of CIM NANO, = 0- 01242 gm og dapsone 94m 4 01M NONO, % gro of dapsone 0-1224 6-180 Grn 64 taut trltuyae = 0°1229 9m of olaprone IBS ONS, JP (A twat) * 2% gm a} dapcore- = 00929 9m 4 dapime wv 10 ng 04 daptone TY. B, Pharmy Sen v Semester VI BP6O7P. 7wv Practical Medicinal Chem T fia hs pea 0 SA ian Nou Alaaonivrn Sale LT Calo 2? 44m! Im) G O:1M NoWo, = 60242 4m of daprone “Yn 5 0 * dapimne zo: j2bud Of opines 150. arn 4 Tle 0: 1204 ayo + da» cane o-Nsg'm oases? z 0-041 14m 64 daprone x Aina o1 dapsone Hs wi talpulabon: Fin] « my SIM NaNG = 9-I242¢n ot Aapeone 2-4 tal 4 0-190 Nanon =X Senay 124224 Yarn Tp nate 8a a of dapiene S35 gm 3 00924470 64 dapeawe es dpi T. Y. B. Pharm/ Semester VI/ BP607P -Medicinal Che MIEN TT Practical PERIMEN ASSAY OF CHLORPHENIRAMINE MALEATE NI Vo determine the percentage purity of fiven sample of Chlorphe PRINCIPLE Chlorpheniramine maleate chemical cl 2 nitrogen bases hydrolyse so extensively in ; the liberated acid with a strong miner sodium hydroxide te precipitation, bhases react le: amine malate ‘yonist. Mineral acid salts of weak Aqueous or hydro-aleoholic solution that is possible to titrate ‘al base. Titration of the maleate salt of the drug in water against the ads to the formation of water turbidity as the titra i on proceeds. To prevent this alcohol has been used. Since alcohol is basic with respect to water as a solvent, dissolved rongly alkaline, their salts react more strongly acid, and the end points of the titrations are greatly sharpened, when : Nan aqueous solution of Chlorpheniramine maleate was titrated with aqueous NaOH, the turbidity was formed hampering the accurate visualization of the end point However, no such ploblem is encountered when the drug is solubilized in neutral alcohol. Alcoholic ‘medium improved the sharpness of phenolphthalein end point in visual titration PROCEDURE: Preparation of 0.01M Sodium hydroxid Weighed accurately about 0.4gm of Sodium hydroxide pellet in a clean 100ml standard flask then completely dissolved with 100mI distilled water, and make up to 1000 ml with distilled water. ‘Standardisation of 0.01M sodium hydroxid« Weighed accurately about 0.5gm of potassium hydro; phthalate and transferred into 1000ml conical flask. Then add 7Sml of distilled water to dissolve and titrated with 0.01M sodium hydroxide solution ‘using 0.1 ml phenolphthatein as an indicator. The end point is appearance of permanent pale pink colour. Each mt of 0.01M Sodium hydroxide= 0,002042g of C8HSKO4 Assay of Chlorpheniramine maleate Twenty tablets were weighed and grind into a fine powder. An amount of power equivalent to 100mg of chlorpheniramine maleate was weighed accurately into 100ml standard flask, 80m! of neutral alcohol was added and shaken for about 20 min and filtered using whatmann No 42 filter paper. Then fist 10 mL sample sample transferred into clean 100 ml conical flask. Then 2 drops of phenolphthalein indicator was added and the solution was titrated with standard 0.1M Sodium hydroxide solution until a permanent pink colour was obtained Each 1 ml of 0.01M Sodium hydroxid 0019543 g of Chlorpheniramine maleate ns RESULT: Content of Chlorpheniramine maleate per tablet was found to be: LP limits Ac peu \pada2, Tablet Corwaine Nm -46-0+/- & NLT- 101° /+ CONCLUSION: T. Y. B. Pharm/ Semester VI/ BP607P. ctMeadicinal Chemistry IHL Practical Tyo OOK 4 NaOH > TOON. Ok eno Po}aostund pogo. oD hala Fa 7a + it ay NAOT > Uo a eee ¥ + aoa é on y2Hop- Colmibabion eae Qdicabuy 3 3.150 4r0 Ltobut > 41mg - Lighted 0-75 gry API = Looma i tigplet dritunar) - 4 — 4 tablet" lohimag 9 TObUH =) 26 Ibu la * © ib tg uur d 2+ Atid- Boot iftratm: ad Mann: Iroote of (pm [thlnrphintramine Maleate) oom, wo NaoH = 390-24 9 t (Pm 10m» Sim naoH = 14c-4 3 4 ay (Pm rma 0m Nao 0: 19543"anh a4 crm Imnt #f 0-0 1m o- 00/9543 ar o CP Im a ply = o- HLT5RET om f Mm. o: SYTSERT — lon] 3-150 9 = 0-178 887 = 100m] Oris 9 =? (0-op7 4 8) ama Jaen Dp 1D acti Egro) . Y. B. Pharm/ Semester VI/ BP607PApeaticinnal Chemnistey HE Practical parent Ni: ASSAY OF HENZYE PENICILUIN int Ftv the pene iy of pve sate Hey pen iin tublet PRINCIPLES nensyt ponveilin ts saved by dolonretnic Ftation te ant Tye tration i ashick exqivilent amount ot eis Hiberatedt fo Foran potest ioatice by the sanapte aed the Liberated dndine ts Hlrated apiinst hiv determination at componnes iodine is eon sexi thiosuate atution, This type af dndivect 7 “ed vont ttn, 1 Hl HEH Feed pin is yey ed a oh hiydronide «arn converted 40 corresponding PT ihe ne qdicabosytic ei Hen peel on ie ther verted hanna ac (0 ot DP iia an bevy peilic ack. Aw bt wD penile is frther oxidize itaively inline Ko give isp, ove, fof iodine is back read wth @, 02M sofa those, xqivaenaoutt af fiber in he measued by Fain wth sists ose Se «8 tenon which isk ent de rH pour We et iol by hyeroeore weld and ane gets rape nthe wate oF Ste ue to this tere fs fo continuous fiberation of fodtine, AN ‘rnd point is blue fo apple fre “Assay of Benzyt penicillin: ‘Weigh quantity equivalent fo 10 me of Henzyl penicillin in an jodomete ftask, Add 10 mf. water and Aissolve, Ada S mL, of EN NaOH and allow (0 stand! for 20 min, Alkaline solution nreutealized with 5 inL of TNHCL Td 25 mn of 0.02 N iene sottion kept aside or 2 nin Gin dak). irate exes eine wilh Nav 205 using starch a a indicator Tal, of 0.02 N NayS:03= 0.00745 of Benzyl Penicillin potessinam RESULT: Pepa of Bew7y pein per tle was found 6 Pe v . Lp timits: AL peu.2.07 27 yahut coniains NUT” 96y. KNIT 100 sh CONCLUSION: T. Y. B. Pharm/ Semester VI/ BP607P “Medicinal Chemistry Practical a Seqradation a Benoit Peniel Wun T CHa )o Se SY Cis ONT Seca F=NH__ TOOH toon a Pepto? tit A cid = (CHa). Zaire] Hon Beni - cPanel ie atid D=Penictlamine NA2620y ire CECT CoO) S$ NHe THT. i COOH (ROS Ne ANCL on Coun blank - pénoy)- Penicillin Int y 0° D2N NOSs03 = Gro tg Bek I” porassiurn) moldy OL Pk = tmeue, Nartr0 f _ IX3TOS BPR = 100mm! 6) tm Nas 620 2312S ppk © 2x 1000 fal of IN Na» $0 000m Gl IN No2Ss0a= 34 “S964 RPK. Intex o-bs N nazss03 > x 0" 003735 any tel 6 O-D2N Nara, 0-0 0 74S0 any of BPK- 35 T. Y. B, Pharm/ Semester VI/ BP607PPy Medicinal Chemistry-IIl Practical \ rol oy tabi fa = 1 166 ) ‘Avg “ldblit Wt =] 16/9 = 0'S83° e 0-6 amy P5383 9mm Tre 0:%409m Brk ; ; Yee ty label clairo) 2am O& Tt. = »- 010 am a BPK reece vd T. Y. B, Pharm/ Semester VI/ BP607P.Medicinal Chemistry Practical EXPERIMENT: 7 SIS OF PHENYTOIN FROM Bi AIM: To synthesis of Phenytoin from benzyl and caleulate its percent Principle: NZI e yield Phenytoin is prepared by condensation of henzil and urea under reflux condensation to give heterocyclic compound pinnacol. When the pinnacol is treated with sodium hydroxide it’s rearangement to produce phenytoin as crude product Chemical required: Benzil, Urea and Sodium hydroxide, methanol PROCEDURE: 1.33 g of benzil, 0.75 gm of Urea, 3.75 mL 30 % sodium hydroxide and 19 mL. ethanol was taken ina beaker and kept in reflux on water bath for | hr 45 min. then it was cooled to room temperature and 50 mL of water was poured, mixed well and filtered. To the filtrate conc. HCI, was added till congo red turns blue to get the crude product. Then the product was recrystallized from ethanol. Use: Anti-convulsant RESULT: Practical Yield: 38 T. Y. B, Pharm/ Semester VI/ BP6O7PMedicinal Chemistry Practical < Keaetic me eae NM 7 a NH " VY rmne OM “Leni nl F ae “ a a NH (Pinacote) - T. Y. B. Pharm/ Semester VU/ BPGO7PMedicinal Chemistry Ul Practical EXPERIMENT: SYNTHESIS OF ASPIRIN AIM: To synthesis of Aspirin tiom salicylic acid and calculate the percentage yield PRINCIPLE: Aspitin is synthesized fiom satieytic acid, In this method salicylic ncidl react with acetic anhydride in presence of sulphutie aciel to form crystalline nature of aspitity PROCEDURE: Fransfer the 1 gm sali acid in to & clean and dry 250 ml conical flask, Add 2.2 ml acetic anhydride and 1-2 drops of concentrated sulphuric acid to the Mask carefully and mix thorouphly, Warne the mixture on water bath at 60 degrees about 20 min with frequent stitt inv the ak to cool and pout into 25 ml cold water ina beaker with constant Stirring, Filter the erude product, wath with cold water, Recrystallize from boiling water. Dry the synthesized produ sand report the yield and melting point Anti-inflammatory agent RESULT: Practical Yield: Percent Yield: Melting point a ‘1. Y. B. Phanmy/ Semester VW BP6O7P.Medicinal Chemistey-lll Practical Reackon 2 tone " ts ° CX, 4 oe By oes ey Aane coo Aut) Laure 4 (Hy woH, faticylit annytuidl aaa aud ees rt 4 LHe : oe : : ee Oe ee a to: 0x7 10: on pes } L — woo 4 wo ae een ae on (~ 3 : tou 1 (cy + ONO, Acpietn AUC P pod “ 1. Y. B. Phanin/ Semester VI BP607Pway Mevtc inal Chemistey I Point PNPERIMENT SYNTHESIS OF 244.5. TRIPHENYLIMIDAZOLL AIM: Synthesis of 204.5: ipheny hinidasofe tom henzit an calculate its perwentaye: yield PRINCIPLE The 24.5 tiple bicarbonate im equimolar quantities the munnich bases were synthesized by using hydrogen present in 24,5 triphenylinidazole because various drug obtained from mannich reaction have proved more effective and less toxie than their parent drugs Himidarole was synthesized by refluxing benzein, benzaldehyde and ammoniuny abstractable CHEMICAL REQUIREMENTS: Dry benzyl, benzaldehyde, glacial acetic acid and ammonium bicarbonate, PROCEDURE: To a reflux apparatus, add 10.7 mL glacial acetic acid 1.1 gm of ammonium bicarbonate stir until evaluation of COs Add 2.25 pm of dry benzyl and 2.5 ml. of benzaldehyde : Heat under reflux for 2 hrs, coo! the solution down and pour into 300 ml of ice or chilled water Neutralize the mixture with ammonium, filter and wash with water Reerystalize the product from 1:4 ratio of water and ethanol USE: Ant mmatory activity and analgesie activity RESULT: Practical Yield: Percent Yield: Melting point T. Y. B. Pharm/ Semester VI/ BP607P. 44Medicinal Chemistey-Ill Practical 7 7 = | =0 TEN H TEhe : ue Chie rines en - eH a a TENS Crepe az Ly Cong ny Le 4 Cen ae, mee Ie a OOH Cee ZCHN H I cc C Ce VGN St o2 a ZS NH CCH iH | -H® ph fo. CCHS errot > ite LN Joe _ OE ICES CEHa Medicmal Chemisty Ht Practical EXPERIMENT: ASSAY OV CHL OROQUINE AIM: To determine the percentage purity of piven sa SRinCIvL v OF piven sample chloroquine Wentification contirmation ix accomplished by ansings a series of anafytical method in accordance sith the corresponding USP Monographs, Those methods may include PTR, UV-Vis spectiascopy, and wet chemistry method! Potentiometric titrations potentiometrieally, where a pl probe Potentiometric titrations May not be suit awe Most widely used. Any normal acid-base tittation ean also be done is used to make a plot of pH vs, tittant volume added, an be used for dark samples or titrations in solvents other than x able for color-based methods. potentiometric tittations beyond acid-base reducing the technician time complicated experiments. Approache: » water which chemistry, Potentiometric tittations ean be automated, nd therefore cost) of meast cement significantly, and allowing more In addition, use of other electrode types allows Liquid samples ean be analyzed d sample contains particles or suspended solids potentiometr Sample prep tly or with dilution (o a specifi tration, Hf the 1 filtration or centrifiygation step typically precedes the aration: Prior to a Potentiometric titration, a solid sample needs to be dissolved in a solvent, most commonly water To assure that matrix effeets are accounted for, itis impor the sample with our scientists prior to the measurements being made, Procedw nt to discuss, Weigh accurately about 0.5 gand dissolve in 50 mL of anhydrous gle Titrate with 0.1 M perchloric acid, determine the end point potenti Carry out a blank titration. V mL of 0.1 M perehtorie acid ial acetic a metrically. quivalent (0 0.0418 g of CysH zeCINs SSO, Precautions: Perchloric acid is usually available as a 70 to 72 % mixture with water, It ustially undergoes a spontaneous explosive decomposition and, ther form of solution 2. Before going to perform fore, it is available aly ay, the volumetric glassware should be clean. ys in the TY. B, Pharmy a7 mester VI BP6O7P.Medicinal Chemistry] Practical Caleutanon: wie} 3 tapi = | ood wor opt aabice 7° 4 p-635 gm - a4HO mg o APL (ace: HO BPD =o 638 Jm- 0-240 gn 4 API + c Y.B. Pharm/ Semester VV BP607P 46