3-methyl-2-phenylmorpholine

• ChemBase编号: 709
• 分子式: C11H15NO
• 平均质量: 177.2429
• 单一同位素质量: 177.11536411
• SMILES: O1C(C(NCC1)C)c1ccccc1
• Canonical SMILES: CC1NCCOC1c1ccccc1
• InChI: InChI=1S/C11H15NO/c1-9-11(13-8-7-12-9)10-5-3-2-4-6-10/h2-6,9,11-12H,7-8H2,1H3
• InChIKey: OOBHFESNSZDWIU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-methyl-2-phenylmorpholine
• IUPAC传统名: phenmetrazine
• 商标名: Bromadryl; Cafilon; Marsin; Mefolin; Neo-zine; Phenmetrazin; Phenmetrazine hydrochloride; Preludin; Preludin hydrochloride; Probese-P; Probese-P hydrochloride; Psychamine A 66; Psychamine A 66 hydrochloride
• 别名: 2-Phenyl-3-Methylmorpholine; 3-Methyl-2-phenylmorpholine; Dexphenmetrazine; Fenmetrazina [INN-Spanish]; Phenmetraline hydrochloride; Phenmetrazinum [INN-Latin]; USAF Ge-1; Defenmetrazin; Fenmetrazin; Oxazimedrine; Phenmetrazine

登记号

• CAS号: 134-49-6
• PubChem SID: 46504524; 160964172
• PubChem CID: 4762
• CHEMBL: 1201208
• Chemspider ID: 4598
• DrugBank ID: DB00830
• KEGG ID: C07432
• 美国药典/FDA物质标识码: XA501VL3VR
• 维基百科标题: Phenmetrazine

理论计算性质

ALOGPS 2.1

• LOG S: -1.86
• 溶解度: 2.44e+00 g/l
• Log P: 1.45

JChem

• 摩尔折射率: 52.4695 cm^3
• 极化性: 21.035545 Å^3
• 极化表面积: 21.26 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.81888133
• LogD (pH = 7.4): 0.9080251
• Log P: 1.7894363

分子性质

理化性质

• 溶解度: >5 mg/L
• 疏水性(logP): 1.7

药理学性质

• 给药途径: Oral, Intravenous, Vaporized, Insufflated, Suppository
• 排泄: Renal
• 半衰期: 8 hours
• 法定药品分级: Class B (UK); Schedule II (US); Schedule IV (Canada)

详细说明

DrugBank - DB00830

• Drug Groups: illicit; approved
• Description: A sympathomimetic drug used primarily as an appetite depressant. Its actions and mechanisms are similar to dextroamphetamine. [PubChem]
• Indication: Used as an anorectic in the treatment of obesity.
• Pharmacology: Phenmetrazine is a sympathomimetic drug used primarily as an appetite depressant. Its actions and mechanisms are similar to dextroamphetamine. Amphetamines are non-catecholamine sympathomimetic amines with CNS stimulant activity. Phenmetrazine was originally sold under the tradename Preludin as an anorectic. It has since been removed from the market. It is by some considered to have a greater potential for addiction than the amphetamines, and has been abused in many countries, for example Sweden.
• Toxicity: Adult monkeys have an LD₅₀ of 15 to 20 mg/kg, whereas for young monkeys the LD₅₀ is only 5 mg/kg. Symptoms of overdose include acute central nervous system stimulation, cardiotoxicity causing tachycardia, arrhythmias, hypertension, and cardiovascular collapse. Whilst some patients show signs of toxicity at blood concentrations of 20 µg/L, chronic abusers of amphetamine have been known to have blood concentration of up to 3000 µg/L.
• Affected Organisms: Humans and other mammals
• Biotransformation: Primarily hepatic (via CYP3A and CYP2D6). Resistant to metabolism by monoamine oxidase. Metabolism involves deamination to para-hydroxyamphetamine and phenylacetone; this latter compound is subsequently oxidize to benzoic acid and excreted as glucuronide or glycine (hippuric acid) conjugate. Smaller amounts of amphetamine are converted to norephedrine by oxidation.
• Absorption: Readily absorbed from the gastro-intestinal tract and buccal mucosa.
• Half Life: 16 to 31 hours
• External Links: Wikipedia