Nizax

HCID 3033637CAS 76963-41-2

기본 정보

표준 SMILES: CN/C(=C\[N+](=O)[O-])NCCSCc1csc(CN(C)C)n1
InChIKey: SGXXNSQHWDMGGP-IZZDOVSWSA-N
분자식: C12H21N5O2S2
평균 분자량: 331.5 g/mol

개요

Nizatidine is a member of the class of 1,3-thiazoles having a dimethylaminomethyl substituent at position 2 and an alkylthiomethyl moiety at position 4. It has a role as a H2-receptor antagonist, a cholinergic drug and an anti-ulcer drug. It is an organic sulfide, a carboxamidine, a C-nitro compound, a member of 1,3-thiazoles and a tertiary amino compound.

이름 및 식별자

우선 이름: Nizax
IUPAC: (E)-1-N'-[2-[[2-[(dimethylamino)methyl]-1,3-thiazol-4-yl]methylsulfanyl]ethyl]-1-N-methyl-2-nitroethene-1,1-diamine

이름 및 동의어

NizaxZanizalZE-101MFCD00865660ZL-101(E)-N-(2-(((2-((dimethylamino)methyl)thiazol-4-yl)methyl)thio)ethyl)-N'-methyl-2-nitroethene-1,1-diamineN-(2-(((2-((Dimethylamino)methyl)thiazol-4-yl)methyl)thio)ethyl)-N-methyl-2-nitroethene-1,1-diamineNCGC00016934-01C12H21N5O2S2CAS-76963-41-2(E)-N-(2-(((2-((dimethylamino)methyl)thiazol-4-yl)methyl)thio)ethyl)-N-methyl-2-nitroethene-1,1-diamine(E)-1-N'-[2-[[2-[(dimethylamino)methyl]-1,3-thiazol-4-yl]methylsulfanyl]ethyl]-1-N-methyl-2-nitroethene-1,1-diamine

이름 더 보기

dimethyl[(4-{[(2-{[(E)-1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}-1,3-thiazol-2-yl)methyl]amineN'-[2-[[[2-[(Dimethylamino)methyl]-4-thiazolyl]methyl]thio]ethyl]-N-methyl-2-nitro-1,1-ethenediamineSMR000466384Acinon (TN)Axid (TN)Nizatidine (Standard)Prestwick2_000921SCHEMBL769

데이터베이스 식별자

CAS: 76963-41-2
PubChem CID: 3033637
ChEBI: CHEBI:7601
Nikkaji: J32.887A

물성

구조 계산 물성

XLogP: 1.6
극성 표면적: 140 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 8
회전 가능 결합 수: 9
무거운 원자 수: 21
형식 전하: 0
복잡도: 349

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals -> Gastric and Ulcer Drugs

Pharmaceuticals -> Listed in ZINC15

LogP1.1

Solubility · 3건

10-33mg/mL

3.86e-02 g/L

>49.7 [ug/mL] (The mean of the results at pH 7.4)

Melting Point · 2건

130-132 °C

203 °C

Physical DescriptionSolid

Collision Cross Section · 3건

168.4 Å² [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]

168 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

169.1 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

화학 및 산업

약리 정보

Protein Binding35%

Pharmacodynamics · 1건

Nizatidine is a competitive, reversible inhibitor of histamine at the histamine H2-receptors, particularly those in the gastric parietal cells. By inhibiting the action of histamine on stomach cells, nizatidine reduces stomach acid production. Nizatidine had no demonstrable antiandrogenic action. Full-dose therapy for the problems treated by nizatidine lasts no longer than 8 weeks. It has been demonstrated that treatment with a reduced dose of nizatidine is effective as maintenance therapy following healing of active duodenal ulcers.

Mechanism of Action · 1건

Nizatidine competes with histamine for binding at the H<sub>2</sub>-receptors on the gastric basolateral membrane of parietal cells. Competitive inhibition results in reduction of basal and nocturnal gastric acid secretions. The drug also decreases the gastric acid response to stimuli such as food, caffeine, insulin, betazole, or pentagastrin.

Biological Half-Life1-2 hours

Metabolism/Metabolites · 1건

Hepatic. Less than 7% of an oral dose is metabolized as N2-monodes-methylnizatidine, an H2-receptor antagonist, which is the principal metabolite excreted in the urine. Other likely metabolites are the N2-oxide (less than 5% of the dose) and the S-oxide (less than 6% of the dose).

Absorption, Distribution and Excretion · 3건

Rapid (bioavailability of nizatidine exceeds 70%)

0.8 to 1.5 L/kg

40-60 L/h