기본 정보
- CAS
62658-63-3- 표준 SMILES
Cc1cc2c(OCC(CNC(C)(C)C)OC(=O)c3ccccc3)cccc2[nH]1- InChIKey
UUOJIACWOAYWEZ-UHFFFAOYSA-N- 분자식
- C23H28N2O3
- 평균 분자량
- 380.5 g/mol
- 단동위원소 질량
- 380.20999276
개요
1-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl benzoate is a methylindole that is 2-methyl-1H-indol-4-ol in which the hydrogen of the hydroxy group is replaced by a 2-(benzoyloxy)-3-(tert-butylamino)propyl group. It is an aromatic ether, a benzoate ester, a methylindole and a secondary amino compound.
이름 및 식별자
- 우선 이름
- Bopindolol
- IUPAC
- [1-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl] benzoate
- 영어명
- Bopindolol
- 분자식
- C23H28N2O3
- 분자량
- 380.48
이름 및 동의어
BOPINDOLOL62658-63-3(+-)-BopindololBopindololumDTXSID6022684KT304VZO57DTXCID4026842-Propanol, 1-((1,1-dimethylethyl)amino)-3-((2-methyl-1H-indol-4-yl)oxy)-, benzoate (ester), (+-)-RefChem:569816CHEBI:76749C07AA171-(tert-butylamino)-3-((2-methylindo)-4-yl)-2-propanol benzoate
이름 더 보기
Bopindolol USP/EP/BP2-[(1,1-Dimethylethyl)amino]-1-{[(2-methyl-1H-indol-4-yl)oxy]methyl}ethyl benzoate1-[(1,1-DiMethylethyl)aMino]-3-[(2-Methyl-1H-indol-4-yl)oxy]-2-propanol 2-Benzoate2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[(2-methyl-1H-indol-4-yl)oxy]-, 2-benzoate2-PROPANOL, 1-[(1,1-DIMETHYLETHYL)AMINO]-3-[(2-METHYL-1H-INDOL-4-YL)OXY]-, BENZOATE (ESTER)(±)-1-[(1,1-DiMethylethyl)aMino]-3-[(2-Methyl-1H-indol-4-yl)oxy]-2-propanol Benzoate (Ester)
rac BopindololBopindolol [INN]1-(tert-Butylamino)-3-((2-methyl-1H-indol-4-yl)oxy)propan-2-yl benzoate[1-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl] benzoate69010-88-41-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl benzoateBopindolol (INN)(+/-)-Bopindolol
물성
구조 계산 물성
- XLogP
- 4.7
- 극성 표면적
- 63.4 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 9
- 무거운 원자 수
- 28
- 형식 전하
- 0
- 복잡도
- 499
실험 및 물리화학적 성질
Melting Point
152–153 [malonate salt]
152 - 153 °C
Physical DescriptionSolid
물리화학적 성질
- 녹는점
- 117 · 117-120°C
- 끓는 점
- 557 · 557.0±50.0 °C(Predicted)
- 밀도
- 1.143 · 1.143±0.06 g/cm3(Predicted)
- 저장 조건
- -20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
- 용해도
- 클로로포름(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨, 가열)
- 산도 계수 (pKa)
- 17.59 · 17.59±0.30(Predicted)
- 물리적 상태
- 고체
- 색상
- 흰색에서 옅은 베이지까지
화학적 성질
Off-White to pale Yellow Solid
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- 독성
- LD50 i.v. in mice: 17 mg/kg (Troxler, Seemann, 1977)
화학 및 산업
약리 정보
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Pharmacodynamics
Bopindolol is a prodrug of pindolol. Pindolol is a non-selective beta-adrenergic antagonist (beta-blocker) which possesses intrinsic sympathomimetic activity (ISA) in therapeutic dosage ranges but does not possess quinidine-like membrane stabilizing activity. Pindolol impairs AV node conduction and decreases sinus rate and may also increase plasma triglycerides and decrease HDL-cholesterol levels. Pindolol is nonpolar and hydrophobic, with low to moderate lipid solubility. Pindolol has little to no intrinsic sympathomimetic activity and, unlike some other beta-adrenergic blocking agents, pindolol has little direct myocardial depressant activity and does not have an anesthetic-like membrane-stabilizing action.
Mechanism of Action
Bopindolol (as pindolol) non-selectively blocks beta-1 adrenergic receptors mainly in the heart, inhibiting the effects of epinephrine and norepinephrine resulting in a decrease in heart rate and blood pressure. By binding beta-2 receptors in the juxtaglomerular apparatus, Pindolol inhibits the production of renin, thereby inhibiting angiotensin II and aldosterone production and therefore inhibits the vasoconstriction and water retention due to angiotensin II and aldosterone, respectively.
MeSH Pharmacological Classification
Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety.
Cellular LocationsMembrane
Metabolite PathwaysBopindolol Action Pathway
응용 분야
개요Bopindolol is a potent, long-acting, non-selective β-adrenergic blocker related to pindolol and useful in the treatment of hypertension. Unlike many other agents of this type, it appears to have negligible effects on serum lipoproteins.
관련 반응
3건
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