1H,2H,3H,4H,9H-pyrido[3,4-b]indole

• ChemBase编号: 36038
• 分子式: C11H12N2
• 平均质量: 172.22638
• 单一同位素质量: 172.10004839
• SMILES: c1ccc2[nH]c3c(c2c1)CCNC3
• Canonical SMILES: N1CCc2c(C1)[nH]c1c2cccc1
• InChI: InChI=1S/C11H12N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-4,12-13H,5-7H2
• InChIKey: CFTOTSJVQRFXOF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1H,2H,3H,4H,9H-pyrido[3,4-b]indole
• IUPAC传统名: tryptoline; 1H,2H,3H,4H,9H-pyrido[3,4-b]indole
• 别名: 1,2,3,4-四氢-β-咔啉; 2,3,4,9-四氢-1H-吡啶并(3,4-b)吲哚; 1,2,3,4-四氢-9H-吡啶并[3,4-b]吲哚; THBC; Tetrahydronorharmane; Tryptoline; 1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole; 2,3,4,9-Tetrahydro-1H-beta-carboline; 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole; Noreleagnine; Tetrahydronorharman; 2,3,4,9-Tetrahydro-1H-β-carboline; Tryptoline; Tetrahydronorharman; 1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole; 1,2,3,4-Tetrahydronorharman; Tetrahydronorharman, THBC; 1,2,3,4-Tetrahydro-β-carboline

登记号

• CAS号: 16502-01-5
• MDL号: MFCD00004954
• PubChem SID: 160999345; 24857939
• PubChem CID: 107838
• CHEMBL: 269236
• Chemspider ID: 96979
• 维基百科标题: Tryptoline

理论计算性质

• Acid pKa: 16.456234
• 质子受体: 1
• 质子供体: 2
• LogD (pH = 5.5): -1.4649161
• LogD (pH = 7.4): -0.021349961
• Log P: 1.5902463
• 摩尔折射率: 53.5796 cm^3
• 极化性: 21.865826 Å^3
• 极化表面积: 27.82 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 10mg/mL in 1N Ammonium Hydroxide in Methanol; DMSO
• 外观: Tan Solid
• 熔点: 206-208 °C(lit.); 206-208°C

安全信息

• 保存条件: Refrigerator
• 保存注意事项: IRRITANT
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: rat ... Htr2a(29595), Htr2c(25187)
• 生物活性机理: Competitive selective inhibitors of monoamine oxidase type a (MAO-A); Potent reuptake inhibitors of 5-hydroxytryptamine and epinephrine; Sympatholytic-alpha

产品相关信息

• 纯度: 98%
• 应用领域: Sympatholytic
• Empirical Formula (Hill Notation): C11H12N2

详细说明

Sigma Aldrich - 300764

包装
1, 5 g in glass bottle
Application

• Reactant for synthesis of the indolyl-β-carboline alkaloid eudistomin U via IBX mediated room temperature oxidative aromatization1
• Reactant for preparation of neuroprotective HDAC6 inhibitors2
• Reactant for preparation of aminofuranopyrimidines as EGFR and Aurora A kinase inhibitors3
• Reactant for preparation of inhibitors of CDK44
• Reactant for preparation of tetrahydrocarboline derivatives of as human 5-HT5A receptor ligands5
• Reactant for preparation of 5-(diaminomethyl)-2,4-aminopyrimidines as dihydrofolate reductase inhibitors and antibacterial agents6
用于生物碱的合成以及用于研究神经退行性疾病。
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 300764.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - T293250

A mitotic kinesin inhibitor as novel anti-cancer agent. Used in the study of neurodegenerative diseases.

参考文献

• Brown, K., et al.: J. Cell Biol., 125, 1303 (1994)
• Sharp, D., et al.: Nature, 407, 41 (1994)
• Sueishi, M., et al.: J. Biol. Chem., 275, 28888 (1994)
• Lee, Y., et al.: Biochem. J., 360, 549 (1994)