1-(2H-1,3-benzodioxol-5-yl)propan-2-amine

• ChemBase编号: 1300
• 分子式: C10H13NO2
• 平均质量: 179.21572
• 单一同位素质量: 179.09462866
• SMILES: O1c2cc(CC(N)C)ccc2OC1
• Canonical SMILES: CC(Cc1ccc2c(c1)OCO2)N
• InChI: InChI=1S/C10H13NO2/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5,7H,4,6,11H2,1H3
• InChIKey: NGBBVGZWCFBOGO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(2H-1,3-benzodioxol-5-yl)propan-2-amine
• IUPAC传统名: 3,4-methylenedioxyamphetamine; @3,4-methylenedioxyamphetamine
• 别名: α-Methyl-1,3-benzodioxole-5-ethanamine; α-Methyl-3,4-(methylenedioxy)phenethylamine Hydrochloride; (R,S)-3,4-Methylenedioxyamphetamine Hydrochloride; 3,4-Methylenedioxyphenylisopropylamine Hydrochloride; 5-(2-Aminopropyl)-1,3-benzodioxole Hydrochloride; MDA; Tenamfetamine Hydrochloride; 3,4-Methylenedioxy Amphetamine Hydrochloride; 3,4-Methylenedioxyamphetamine

登记号

• CAS号: 4764-17-4; 6292-91-7
• PubChem SID: 160964760; 46506100
• PubChem CID: 1614
• CHEMBL: 6731
• Chemspider ID: 1555
• DrugBank ID: DB01509
• 维基百科标题: 3,4-Methylenedioxyamphetamine

理论计算性质

JChem

• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -1.5914439
• LogD (pH = 7.4): -1.0455191
• Log P: 1.4274839
• 摩尔折射率: 49.4721 cm^3
• 极化性: 19.761404 Å^3
• 极化表面积: 44.48 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.15
• LOG S: -1.8
• 溶解度: 2.83e+00 g/l

分子性质

理化性质

• 疏水性(logP): 1.64 [HANSCH,C & LEO,AJ (1985)]

药理学性质

• 给药途径: Oral, Sublingual
• 排泄: Renal
• 半衰期: unknown
• 代谢: Hepatic, CYP extensively involved
• 法定药品分级: Class A (UK); S9 (Australia); Schedule I (US); Schedule III (Canada)

详细说明

DrugBank - DB01509

• Drug Groups: illicit; experimental
• Description: An amphetamine derivative that inhibits uptake of catecholamine neurotransmitters. It is a hallucinogen. It is less toxic than its methylated derivative but in sufficient doses may still destroy serotonergic neurons and has been used for that purpose experimentally. [PubChem]
• External Links: Wikipedia

Toronto Research Chemicals - M303965

A metabolite of MDMA. Entactogen; synthetic amphetamine derivative with stimulant and hallucinogenic properties.Controlled substance (hallucinogen).

参考文献

• Hardman, H.F., et al.: Toxicol. Appl. Pharmacol., 25, 299 (1973)
• Braun, U., et al.: J. Pharm. Sci., 69, 192 (1973)
• Michel, R.E., et al.: J. Neurosci. Methods, 50, 61 (1973)