53912-89-3

• 常用中文名：(+)-假木贼碱盐酸盐
• 常用英文名：(+)-Anabasine hydrochloride
• CAS号：53912-89-3
• 分子式：C₁₀H₁₅ClN₂
• 分子量：198.69200
• 相关类别： 分析化学 标准品 标准物质
• 发布时间：2017-10-23 08:18:30
• 更新时间：2024-01-04 17:53:03
• (+)-Anabasine hydrochloride 是一种在烟草中发现的生物碱,是一种有效的 nAChR 激动剂。(+)-Anabasine hydrochloride 可诱导内源性表达人胎儿肌肉型 nAChRs 的 TE671 细胞去极化,EC50 值为 0.7 µM。

名称

• 中文名: (+)-假木贼碱盐酸盐
• 英文名: (S)-1,2,3,4,5,6-Hexahydro-[2,3']bipyridinyl hydrochloride
• 英文别名: Gamibasin; Anabasine monohydrochloride; Anabasin hydrochloride; Anabaside hydrochloride; Anabasin chloride; anabasine hydrochloride

物化性质

• 密度: 1.014g/cm3
• 沸点: 271ºC at 760mmHg
• 分子式: C₁₀H₁₅ClN₂
• 分子量: 198.69200
• 闪点: 93.3ºC
• 精确质量: 198.09200
• PSA: 24.92000
• LogP: 3.02700
• 外观性状: 白色至灰白色固体
• 储存条件: Desiccate at RT

生物活性

• 描述: (+)-Anabasine hydrochloride 是一种在烟草中发现的生物碱,是一种有效的 nAChR 激动剂。(+)-Anabasine hydrochloride 可诱导内源性表达人胎儿肌肉型 nAChRs 的 TE671 细胞去极化,EC50 值为 0.7 µM。
• 相关类别:
  信号通路 >> 跨膜转运 >> 胆碱受体
  信号通路 >> 神经信号通路 >> 胆碱受体
  研究领域 >> 神经疾病
• 靶点:

  nAChR[1]

• 参考文献:

  [1]. Green BT, et, al. Actions of piperidine alkaloid teratogens at fetal nicotinic acetylcholine receptors. Neurotoxicol Teratol. May-Jun 2010; 32(3): 383-90.

  [2]. Palmer-Young EC, et, al. Context-dependent medicinal effects of anabasine and infection-dependent toxicity in bumble bees. PLoS One. 2017 Aug 23; 12(8): e0183729.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : UT7373000 CHEMICAL NAME : Pyridine, 3-(2-piperidinyl)-, monohydrochloride, (S)- CAS REGISTRY NUMBER : 53912-89-3 LAST UPDATED : 199403 DATA ITEMS CITED : 10 MOLECULAR FORMULA : C10-H14-N2.Cl-H MOLECULAR WEIGHT : 198.72 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 235 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 14,407,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 39500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 14,407,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 34100 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 14,407,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 24200 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 14,407,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 23 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 14,407,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 5180 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 14,407,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 39 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 11,30,1977 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 247 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 14,407,1989 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 15 mg/kg SEX/DURATION : female 4 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) REFERENCE : FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 45(1),87,1982 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 0.5 mg/m3 JAN 1993

安全

• 符号: GHS02, GHS06, GHS08
• 信号词: Danger
• 危害声明: H225-H301 + H311 + H331-H370
• 警示性声明: P210-P260-P280-P301 + P310-P311
• 危害码 (欧洲): F,T
• 风险声明 (欧洲): 11-23/24/25-39/23/24/25
• 安全声明 (欧洲): 16-36/37-45
• 危险品运输编码: UN1230 - class 3 - PG 2 - Methanol, solution

合成路线

121675-95-4 ~94% 53912-89-3 135865-76-8

文献：Kunz, Horst; Pfrengle, Waldemar Angewandte Chemie, 1989 , vol. 101, # 8 p. 1041 - 1042

121675-93-2 ~% 53912-89-3

文献：Synthesis, , # 10 p. 1151 - 1160

122294-65-9 ~% 53912-89-3

文献：Synthesis, , # 10 p. 1151 - 1160

494-52-0 ~40% 53912-89-3

文献：Wojciechowska-Nowak, Marzena; Boczon, Wladyslaw; Rychlewska, Urszula; Warzajtis, Beata Journal of Molecular Structure, 2007 , vol. 840, # 1-3 p. 44 - 52

500-22-1 ~% 53912-89-3

文献：Angewandte Chemie, , vol. 101, # 8 p. 1041 - 1042

121675-84-1 ~% 53912-89-3

文献：Angewandte Chemie, , vol. 101, # 8 p. 1041 - 1042

121675-97-6 ~% 53912-89-3

文献：Angewandte Chemie, , vol. 101, # 8 p. 1041 - 1042

121675-95-4 ~% 53912-89-3

文献：Synthesis, , # 10 p. 1151 - 1160

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