Drug Information

General Information
Drug ID
DR00163
Drug Name
Ranitidine
Synonyms
(E)-1-N'-[2-[[5-(dimethylaminomethyl)furan-2-yl]methylsulfanyl]ethyl]-1-N-methyl-2-nitroethene-1,1-diamine; (E)-N-{2-[({5-[(dimethylamino)methyl]-2-furyl}methyl)sulfanyl]ethyl}-N'-methyl-2-nitroethene-1,1-diamine; (E)-N-{2-[({5-[(dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}-N'-methyl-2-nitroethene-1,1-diamine; Achedos; Acidex; Alquen; Atural; Axoban; Biotidin; Coralen; Curan; Duractin; Ezopta; Fendibina; Gastrial; Gastridina; Gastrolav; Gastrosedol; Istomar; Kuracid; Logast; Mauran; Melfax; Microtid; N (2-(((5-((Dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-N'-methyl-2-nitro-1,1-ethenediamine; N-(2-((5-((Dimethylamino)methyl)furfuryl)thio)ethyl)-N'-methyl-2-nitro-1,1-ethenediamine; Noctone; Nu-Ranit; Ptinolin; Quantor; Quicran; RND; Radinat; Randin; Rani-Q; Rani-nerton; Raniben; Raniberl; Ranibloc; Ranidine; Ranifur; Ranin; Raniogas; Raniplex; Ranisen; Raniter; Ranitidin; Ranitidina; Ranitidina [INN-Spanish]; Ranitidine (TN); Ranitidine (USAN/INN); Ranitidine HCL; Ranitidine [USAN:BAN:INN]; Ranitidinum; Ranitidinum [INN-Latin]; Ranitiget; Ranitin; Rantacid; Rantidine; Rantidine HCL; Ratic; Raticina; Sampep; Sostril; Taural; Terposen; Ul-Pep; Ulceranin; Ulcex; Ultidine; Urantac; Verlost; Vesyca; Vizerul; Weichilin; Weidos; Xanidine; ZANTAC; Zantab; Zantac (TN); Zantadin; Zantic
Drug Type
Small molecular drug
Indication Peptic ulcer [ICD11:DA61] Approved [1]
Therapeutic Class
Antiulcer Agents
Structure
3D MOL 2D MOL
Formula
C13H22N4O3S
Canonical SMILES
CNC(=C[N+](=O)[O-])NCCSCC1=CC=C(O1)CN(C)C
InChI
InChI=1S/C13H22N4O3S/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3/h4-5,9,14-15H,6-8,10H2,1-3H3/b13-9+
InChIKey
VMXUWOKSQNHOCA-UKTHLTGXSA-N
CAS Number
CAS 66357-35-5
Pharmaceutical Properties Molecular Weight 314.41 Topological Polar Surface Area 112
Heavy Atom Count 21 Rotatable Bond Count 9
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
XLogP
0.3
PubChem CID
3001055
PubChem SID
10036397 ,103091649 ,103155999 ,103173566 ,104171226 ,10532147 ,11111714 ,11111715 ,11113371 ,111610678 ,117377112 ,117814891 ,118258804 ,124551883 ,124636867 ,124881290 ,124881291 ,14776753 ,26612202 ,26680173 ,26748519 ,26748520 ,26753732 ,34666962 ,46505543 ,47216723 ,47515261 ,47810695 ,48184944 ,49846707 ,49968693 ,50100822 ,50107423 ,50107424 ,50139267 ,50286426 ,53790194 ,57410138 ,615112 ,7847488 ,7980484 ,8149747 ,85209253 ,85245763 ,90341455 ,92124471 ,92307665 ,92711914 ,93166337 ,99301528
ChEBI ID
ChEBI:8776
TTD Drug ID
D0B8WN
DT(s) Transporting This Drug 1-Oct Transporter Info Organic cation transporter 1 Substrate [2]
2-Oct Transporter Info Organic cation transporter 2 Substrate [3]
OAT2 Transporter Info Organic anion transporter 2 Substrate [3]
OAT3 Transporter Info Organic anion transporter 3 Substrate [3]
P-GP Transporter Info P-glycoprotein 1 Substrate [4]
Drug-Transporter Activity Data
Drug-Transporter Activity Data 1-Oct Transporter Info Km =70 microM Oocytes-OCT1 [2]
2-Oct Transporter Info Km =65.2 microM Human embryonic kidney cells (HEK293)-OCT2 [3]
OAT3 Transporter Info Km =234 microM Human embryonic kidney cells (HEK293)-OAT3 [5]
References
1 Ranitidine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Differential substrate and inhibitory activities of ranitidine and famotidine toward human organic cation transporter 1 (hOCT1; SLC22A1), hOCT2 (SLC22A2), and hOCT3 (SLC22A3). J Pharmacol Exp Ther. 2005 Dec;315(3):1288-97.
3 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.
4 Mammalian drug efflux transporters of the ATP binding cassette (ABC) family in multidrug resistance: A review of the past decade. Cancer Lett. 2016 Jan 1;370(1):153-64.
5 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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