Drug Information

General Information
Drug ID
DR00278
Drug Name
Famotidine
Synonyms
(1-Amino-3-(((2-((diaminomethylene)amino)-4-thiazolyl)methyl)thio)propylidene)sulfamide; (1Z)-3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N'-sulfamoylpropanimidamide; (1Z)-N'-(aminosulfonyl)-3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)thio]propanimidamide; 3-(2-Guanidinothiazol-4-ylmethylthio)-N1-sulfamoylpropionamide; 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N-sulfamoylpropanimidamide; 3-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]-N'-sulfamoylpro; 3-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]-N'-sulfamoylpropanimidamide; Amfamox; Antodine; Apo-Famotidine; Apogastine; Bestidine; Blocacid; Brolin; Cepal; Confobos; Cronol; Cuantin; Dibrit 40; Digervin; Dinul; Dipsin; Dispromil; Dispronil; Duovel; Durater; Evatin; F 6889; F0530; FAMOTIDINE PRESERVATIVE FREE; FAMOTIDINE PRESERVATIVE FREE IN PLASTIC CONTAINER; Fadin; Fadine; Fadyn; Fagastine; Famo; Famocid; Famodar; Famodil; Famodin; Famodine; Famogard; Famonit; Famopsin; Famos; Famosan; Famotal; Famotep; Famotidina [Spanish]; Famotidine [USAN:BAN:INN:JAN]; Famotidinum [Latin]; Famotin; Famovane; Famowal; Famox; Famoxal; Famtac; Famulcer; Fanobel; Fanosin; Fanox; Farmotex; Ferotine; Fibonel; Fluxid; Fudone; Ganor; Gaster; Gastridan; Gastridin; Gastrion; Gastro; Gastrodomina; Gastrofam; Gastropen; Gastrosidin; HS-0054; Hacip; Huberdina; Ingastri; Invigan; L 643341; Lecedil; Logos; MK 208; MK-208; Mensoma; Midefam; Mosul; Motiax; Muclox; Mylanta AR; N'-(Aminosulfonyl)-3-([2-(diaminomethyleneamino)-4-thiazolyl]methylthio)propanamidine; Neocidine; Nevofam; Notidin; Novo-Famotidine; Nu-Famotidine; Nulceran; Nulcerin; PEPCID; PEPCID COMPLETE; PEPCID PRESERVATIVE FREE; PEPCID PRESERVATIVE FREE IN PLASTIC CONTAINER; Panalba; Pepcid (TN); Pepcid AC; Pepcid AC Gelcaps; PepcidRPD; Pepcidac; Pepcidin; Pepcidin Rapitab; Pepcidina; Pepcidine; Pepcidine (TN); Pepdif; Pepdine; Pepdul; Pepfamin; Peptan; Peptidin; Peptifam; Pepzan; Propanimidamide, 3-[[[2-[aminoiminomethyl)amino]-4-thiazoyl]methyl]thio]-N-(aminosulfonyl); Purifam; Quamatel; Quamtel; Renapepsa; Restadin; Rogasti; Rubacina; Sedanium-R; Sigafam; Supertidine; Tairal; Tamin; Tipodex; Topcid; Ulcatif; Ulceprax; Ulcofam; Ulfagel; Ulfam; Ulfamid; Ulfinol; Ulgarine; Vagostal; Weimok; Whitidin; YM 11170; YM-11170; YM-1170; Yamarin
Drug Type
Small molecular drug
Indication Peptic ulcer [ICD11:DA61] Approved [1]
Therapeutic Class
Antiulcer Agents
Structure
3D MOL 2D MOL
Formula
C8H15N7O2S3
Canonical SMILES
C1=C(N=C(S1)N=C(N)N)CSCCC(=NS(=O)(=O)N)N
InChI
InChI=1S/C8H15N7O2S3/c9-6(15-20(12,16)17)1-2-18-3-5-4-19-8(13-5)14-7(10)11/h4H,1-3H2,(H2,9,15)(H2,12,16,17)(H4,10,11,13,14)
InChIKey
XUFQPHANEAPEMJ-UHFFFAOYSA-N
CAS Number
CAS 76824-35-6
Pharmaceutical Properties Molecular Weight 337.5 Topological Polar Surface Area 238
Heavy Atom Count 20 Rotatable Bond Count 7
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 8
XLogP
-0.6
PubChem CID
5702160
PubChem SID
10321312 ,11111194 ,11111195 ,11736775 ,12013748 ,14777800 ,14900130 ,14900131 ,17405060 ,219459 ,24278442 ,26719681 ,26753575 ,46386903 ,47350438 ,47425376 ,47721689 ,47957418 ,48108291 ,48244468 ,48407560 ,48415998 ,49681730 ,49698346 ,49835099 ,49846705 ,50022089 ,50100994 ,50100995 ,50106279 ,50106280 ,53777603 ,57364911 ,76715592 ,77320398 ,7847384 ,7979217 ,81093272 ,85211955 ,85220228 ,85231052 ,855518 ,87558227 ,90340682 ,90501992 ,91704175 ,92125054 ,92303791 ,92308237 ,92308848
ChEBI ID
ChEBI:4975
TTD Drug ID
D0K0OZ
DT(s) Transporting This Drug 2-Oct Transporter Info Organic cation transporter 2 Substrate [2]
OAT1 Transporter Info Organic anion transporter 1 Substrate [3]
OAT3 Transporter Info Organic anion transporter 3 Substrate [2]
Drug-Transporter Activity Data
Drug-Transporter Activity Data 2-Oct Transporter Info Km =56.1 microM Human embryonic kidney cells (HEK293)-OCT2 [2]
OAT3 Transporter Info Km =124 microM Human embryonic kidney cells (HEK293)-OAT3 [4]
References
1 Famotidine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 A species difference in the transport activities of H2 receptor antagonists by rat and human renal organic anion and cation transporters. J Pharmacol Exp Ther. 2005 Oct;315(1):337-45.
3 Different transport properties between famotidine and cimetidine by human renal organic ion transporters (SLC22A). Eur J Pharmacol. 2004 Oct 25;503(1-3):25-30.
4 Is the monkey an appropriate animal model to examine drug-drug interactions involving renal clearance? Effect of probenecid on the renal elimination of H2 receptor antagonists. J Pharmacol Exp Ther. 2006 Mar;316(3):1187-94.

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