기본 정보
- CAS
25717-80-0- 표준 SMILES
CCOC([O-])=Nc1c[n+](N2CCOCC2)no1- InChIKey
XLFWDASMENKTKL-UHFFFAOYSA-N- 분자식
- C9H14N4O4
- 평균 분자량
- 242.23 g/mol
- 단동위원소 질량
- 242.10150494
개요
Molsidomine is a member of the class of oxadiazoles that is 1,2,3-oxadiazole substituted by morpholin-4-yl and (ethoxycarbonyl)azanidyl groups at positions 3 and 5, respectively. It is used as a vasodilator drug for the treatment of myocardial ischemic syndrome and congestive heart failure. It has a role as an antioxidant, a vasodilator agent, a nitric oxide donor, an apoptosis inhibitor and a cardioprotective agent. It is an ethyl ester, a zwitterion, a member of morpholines and an oxadiazole.
이름 및 식별자
- 우선 이름
- (Ethoxycarbonyl)(3-morpholino-1,2,3-oxadiazol-3-ium-5-yl)amide
- IUPAC
- 1-ethoxy-N-(3-morpholin-4-yloxadiazol-3-ium-5-yl)methanimidate
- 영어명
- Molsidomine
- 분자식
- C9H14N4O4
- 분자량
- 242.23
이름 및 동의어
(ethoxycarbonyl)(3-morpholino-1,2,3-oxadiazol-3-ium-5-yl)amideMFCD00869301SIN-10SIN-10;MorsydomineCholesta-5,8-dien-3ss-ol5-((ethoxycarbonyl)imino)-3-morpholino-5H-1,2,3-oxadiazol-3-ium-2-ideMolsidomine CRSN-(Ethoxycarbonyl)-3-(4-morpholinyl)sydnone imineSCHEMBL34019SCHEMBL34020SCHEMBL612914orb1225494
이름 더 보기
CorunomorialCAS 276CORVATONcorvasalCorratonMOTAZOMINSydnopharMmolsidolat
orb1310929SCHEMBL29389310XLFWDASMENKTKL-NTMALXAHSA-NHMS3369H14HMS3373B04Molsidomine 1.0 mg/ml in Methanols4664AKOS030254869
데이터베이스 식별자
- CAS
25717-80-0- PubChem CID
- 4238
- ChEBI
CHEBI:31861
물성
구조 계산 물성
- XLogP
- 2.2
- 극성 표면적
- 87 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 7
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 17
- 형식 전하
- 0
- 복잡도
- 270
실험 및 물리화학적 성질
Collision Cross Section148.61 Ų [M]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 140 · 140-141°C
- 끓는 점
- 385.05 °C · 385.05°C (rough estimate)
- 밀도
- 1.3186 · 1.3186 (rough estimate)
- 굴절률
- 1.63 · 1.6300 (estimate)
- 저장 조건
- 2 · Inert atmosphere,2-8°C
- 용해도
- 물에 거의 용해되지 않으며 무수 에탄올과 염화메틸렌에 용해됩니다.
- 산도 계수 (pKa)
- pK (100°) 3.0 ± 0.1
- 물리적 상태
- Solid
- 색상
- 흰색에서 황백색까지
- Merck
- 14 · 14,6234
- 주요 응용
- 의약품(소분자)
- InChI
- InChI=1S/C9H14N4O4/c1-2-16-9(14)10-8-7-13(11-17-8)12-3-5-15-6-4-12/h7H,2-6H2,1H3/b10-8-
- InChIKey
- XLFWDASMENKTKL-NTMALXAHSA-N
- SMILES
- [N+]1([N-]O/C(=N\C(=O)OCC)/C=1)N1CCOCC1
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- 3
- rtecs
- WU7677400
- 독성
- LD50 in male, female mice, male, female rats (mg/kg): 780, 750, 1380, 1350 s.c.; 860, 800, 830, 760 i.v.; 700, 760, 1250, 1250 i.p.; 830, 840, 1050, 1200 orally (Nakaguchi)
- HS 번호
- 29349990
- risk_code
- 22
- hazard_code
- Xn
- safety_code
- 36
- Hazard Classifications
- Acute Tox. 4 Oral
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
ATC CodeC01DX12
PharmacodynamicsMolsidomine leads to smooth muscle relaxation in the coronary blood vessels, relieving symptoms of angina and increasing blood flow to the coronary arteries.
Mechanism of Action
Molsidomine, a cardiovascular drug, acts in a similar fashion to organic nitrates. The SIN-1A metabolite of molsidomine has a pharmacologically active group of nitric oxide, which increases levels of cyclic GMP, and decreases intracellular calcium ions in smooth muscle cells. This leads to relaxation of smooth muscle in the blood vessels, and inhibits platelet aggregation.
Metabolism/Metabolites
Molsidomine hepatically metabolized to _linsidomine_. Linsidomine releases nitric oxide (NO) from endothelial cells when it decays, and acts as the active vasodilating metabolite responsible for molsidomine's pharmacological effects. Oral absorption of Molsidomine is found to be 95.5% ±4.5. Presystemic metabolism is noted to be 56% and metabolism is reported extensive by Liver. Renal Excretion accounts for 95 % and plasma half-life is 5 hr. Back to top
Absorption, Distribution and Excretion
Peak plasma drug concentration (tmax) occurs from 1 to 2 hours after administration.
98 L
renal excretion is the main route of elimination of the metabolites in humans (90% to 95%) About 2% of the ingested drug is excreted unchanged in the urine.
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