Azosemide

HCID 2273CAS 27589-33-9

기본 정보

표준 SMILES: NS(=O)(=O)c1cc(-c2nn[nH]n2)c(NCc2cccs2)cc1Cl
InChIKey: HMEDEBAJARCKCT-UHFFFAOYSA-N
분자식: C12H11ClN6O2S2
평균 분자량: 370.8 g/mol
단동위원소 질량: 370.00734327

개요

Azosemide is a sulfonamide that is benzenesulfonamide which is substituted at positions 2, 4, and 5 by chlorine, (2-thienylmethyl)amino and 1H-tetrazol-5-yl groups, respectively. It is a diuretic that has been used in the management of oedema and hypertension. It has a role as a loop diuretic. It is a member of thiophenes, a sulfonamide, a member of tetrazoles and a member of monochlorobenzenes.

이름 및 식별자

우선 이름: Azosemide
IUPAC: 2-chloro-5-(2H-tetrazol-5-yl)-4-(thiophen-2-ylmethylamino)benzenesulfonamide
영어명: Azosemide
분자식: C12H11ClN6O2S2
분자량: 370.84

이름 및 동의어

azosemide27589-33-9AzosemidDiartAzosemidaAzosemidumLuretDTXSID7046910MR40VT1L8Z2-Chloro-5-(1H-tetrazol-5-yl)-N(sup 4)-2-thenylsulfanilamideBenzenesulfonamide, 2-chloro-5-(1H-tetrazol-5-yl)-4-((2-thienylmethyl)amino)-5-(4'-chloro-5'-sulfamoyl-2'-thenylaminophenyl)tetrazole

이름 더 보기

SK-110ple1053DiurapidAZOSEMIDE HPLCAzosemide USP/EP/BP

DTXCID5026910CHEBI:312482-chloro-5-(2H-1,2,3,4-tetrazol-5-yl)-4-((thiophen-2-ylmethyl)amino)benzene-1-sulfonamide2-chloro-5-(2H-1,2,3,4-tetrazol-5-yl)-4-[(thiophen-2-ylmethyl)amino]benzene-1-sulfonamide5-(4-chloro-5-sulfamyl-2-thienylaminophenyl)tetrazoleRefChem:5606092-Chloro-5-(1H-tetrazol-5-yl)-4-((thien-2-ylmethyl)amino)benzenesulfonamide248-549-7

데이터베이스 식별자

CAS: 27589-33-9
PubChem CID: 2273
DTXSID: DTXSID7046910
ChEMBL: CHEMBL1097235
ChEBI: CHEBI:31248
UNII: MR40VT1L8Z
EC Number: 248-549-7
Nikkaji: J10.727A

물성

구조 계산 물성

XLogP: 1.5
극성 표면적: 163 Å²
수소 결합 공여자 수: 3
수소 결합 수용자 수: 8
회전 가능 결합 수: 5
무거운 원자 수: 23
형식 전하: 0
복잡도: 504

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

Melting Point219.5 °C

Physical DescriptionSolid

물리화학적 성질

녹는점: 218 · 218-221°
끓는 점: 221 °C · 221°C (rough estimate)
밀도: 1.6843 · 1.6843 (rough estimate)
굴절률: 1.61 · 1.6100 (estimate)
저장 조건: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
용해도: DMSO(약간 용해됨), 메탄올(약간 용해됨, 가열)
물리적 상태: 고체
산도 계수 (pKa): 3.58 · 3.58±0.10(Predicted)
색상: 크리스탈
InChI: InChI=1S/C12H11ClN6O2S2/c13-9-5-10(15-6-7-2-1-3-22-7)8(12-16-18-19-17-12)4-11(9)23(14,20)21/h1-5,15H,6H2,(H2,14,20,21)(H,16,17,18,19)
InChIKey: HMEDEBAJARCKCT-UHFFFAOYSA-N
SMILES: C1(S(N)(=O)=O)=CC(C2=NNN=N2)=C(NCC2SC=CC=2)C=C1Cl

안전 및 규제

안전 데이터

독성: LD50 orl-rat: 2545 mg/kg IYKEDH 18,666,87

화학 및 산업

약리 정보

Protein Binding> 95% 4% protein binding to 4% human serum albumin at azosemide concentrations of 10-100ug/ml, using equilibrium dialysis.

PharmacodynamicsDiuretic affects upon oral administration match those of furosemide. However, upon intravenous administration azosemide displays 5.5 to 8 times greater effect.

Mechanism of ActionExact mechanism of action is unclear. However, it acts primarily on the loop of Henle, in both the medullary and cortical segments of the thick ascending limb.

Biological Half-LifeTerminal half life 2-3 hours.

Metabolism/MetabolitesConsiderable first pass metabolism which makes parentral administration more effective than oral administration. Eleven metabolites of azosemide were found in rats, but only azosemide and its glucuronide were detected in humans.

MeSH Pharmacological ClassificationAgents that promote the excretion of urine through their effects on kidney function.

응용 분야

개요Azosemide is a high-ceiling diuretic similiar in structure and profile to furosemide, albeit somewhat less potent and less bioavailable. It is useful in the treatment of congestive heart failure and similar edematous conditions.

용도Diuretic.

상·하류 제품 정보

상류 원료

공급사50 곳

Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]

杭州品高化工有限公司0571-87658025 · [email protected]

陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]

河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]

Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]

추가 설명 · 1건

정의ChEBI: A sulfonamide that is benzenesulfonamide which is substituted at positions 2, 4, and 5 by chlorine, (2-thienylmethyl)amino and 1H-tetrazol-5-yl groups, respectively. It is a diuretic that has been used in the management of oedema and hyp rtension.