(1S,2S)-2-amino-1-phenylpropan-1-ol

• ChemBase编号: 1282
• 分子式: C9H13NO
• 平均质量: 151.20562
• 单一同位素质量: 151.09971404
• SMILES: O[C@H]([C@@H](N)C)c1ccccc1
• Canonical SMILES: O[C@@H](c1ccccc1)[C@@H](N)C
• InChI: InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9+/m0/s1
• InChIKey: DLNKOYKMWOXYQA-IONNQARKSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S)-2-amino-1-phenylpropan-1-ol
• IUPAC传统名: cathine
• 别名: (+)-去甲伪麻黄碱; (+)-阿茶碱; (1S,2S)-2-氨基-1-苯基-1-丙醇; D-(+)-去甲伪麻黄碱; (1S,2S)-(+)-去甲伪麻黄碱; (+)-Cathine; (+)-Pseudonorephedrine; (1S,2S)-2-Amino-1-phenyl-1-propanol; D-(+)-Norpseudoephedrine; (1S,2S)-(+)-Norpseudoephedrine; β-hydroxyamphetamine; D-Cathine; (+)-Norpseudoephedrine; norpseudoephedrine; (+)-norephedrin; (1S,2R)-(+)-Norephedrine; D-norephedrine; D-phenylpropanolamine; Katine; Pseudonorephedrine; Cathine

登记号

• CAS号: 492-39-7
• EC号: 207-754-1
• MDL号: MFCD01711268
• PubChem SID: 46509110; 160964742
• PubChem CID: 441457
• ATC码: A08AA07
• Chemspider ID: 390189
• DrugBank ID: DB01486
• 美国药典/FDA物质标识码: E1L4ZW2F8O
• 维基百科标题: Cathine

理论计算性质

JChem

• Acid pKa: 13.896164
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -2.0889428
• LogD (pH = 7.4): -1.0537072
• Log P: 0.8852543
• 摩尔折射率: 44.9127 cm^3
• 极化性: 18.00672 Å^3
• 极化表面积: 46.25 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: 0.57
• LOG S: -0.87
• 溶解度: 2.06e+01 g/l

分子性质

理化性质

• 溶解度: 20 mg/mL at 25 oC [BEILSTEIN]
• 比旋光度: [α]/D +34.0±2.0°, c = 3.5 in ethanol
• 疏水性(logP): 0.83 [SANGSTER (1994)]

安全信息

• RTECS编号: RC9100000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 22-36/37/38
• 安全公开号: 26
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H315-H319-H335
• GHS警示性声明: P261-P301 + P310-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• 毒品管制信息: USDEA Schedule IV; regulated under CDSA - not available from Sigma-Aldrich Canada
• 保存温度: 2-8°C

药理学性质

• 给药途径: Oral
• 半衰期: 3 hours
• 法定药品分级: POM (UK); Rx-only; Schedule IV (US)
• 妊娠期药物分类: C

产品相关信息

• 纯度: ≥98.0% (NT)

详细说明

DrugBank - DB01486

• Drug Groups: illicit; experimental
• Description: Cathine (β-hydroxyamphetamine) is a monoamine alkaloid found in the shrub Catha edulis (khat). Cathine is a Schedule III drug under the Convention on Psychotropic Substances. In the United States, it is classified as a Schedule IV controlled substance. [Wikipedia]
• Indication: Used to decrease appetite.
• Pharmacology: Closely related to ephedrine, cathinone and other amphetamines, it may contribute to the stimulant effect of Catha edulis, although another constituent, cathinone appears to show stronger activity.
• Affected Organisms: Humans and other mammals
• Absorption: The mucosa of the oral cavity is considered to be the first absorption segment, where the major proportion of the alkaloids is absorbed (mean +/- SD: 84 +/- 6% for cathine). [PMID: 12848785]
• Half Life: 5.2 +/- 3.4 hours
• References: Toennes SW, Harder S, Schramm M, Niess C, Kauert GF: Pharmacokinetics of cathinone, cathine and norephedrine after the chewing of khat leaves. Br J Clin Pharmacol. 2003 Jul;56(1):125-30. [Pubmed]
• External Links: Wikipedia

Sigma Aldrich - 689661

包装
1, 5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 689661.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

参考文献

• Toennes SW, Harder S, Schramm M, Niess C, Kauert GF: Pharmacokinetics of cathinone, cathine and norephedrine after the chewing of khat leaves. Br J Clin Pharmacol. 2003 Jul;56(1):125-30. Pubmed