4-氰基芦竹碱 | 105907-63-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 4-氰基芦竹碱
• 英文名称: 4-cyano-3-dimethylaminomethylindole
• 英文别名: 4-Cyano-gramin；3-dimethylaminomethyl-indole-4-carbonitrile；3-Dimethylaminomethyl-indol-4-carbonitril；1-(4-cyano-1H-indol-3-yl)-N,N-dimethylmethanamine；4-Cyanogramine；3-[(dimethylamino)methyl]-1H-indole-4-carbonitrile
• CAS: 105907-63-9
• 化学式: C₁₂H₁₃N₃
• mdl: MFCD11112015
• 分子量: 199.255
• InChiKey: JYFDGWJTTRDEMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Cyanogramine
Synonyms: 3-[(Dimethylamino)methyl]-1H-indole-4-carbonitrile

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 4-Cyanogramine
CAS number: 105907-63-9

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C12H13N3
Molecular weight: 199.3

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-氰基芦竹碱 在 氢氧化钾 、 sodium hydroxide 、 sodium ethanolate 、 硫酸二甲酯 作用下， 生成 3-(2-carboxy-ethyl)-indole-4-carboxylic acid
  参考文献：
  名称：

  Uhle, Journal of the American Chemical Society, 1949, vol. 71, p. 761,763

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯吲哚-2-甲酸 在 喹啉 、 溶剂黄146 作用下， 生成 4-氰基芦竹碱
  参考文献：
  名称：

  Uhle, Journal of the American Chemical Society, 1949, vol. 71, p. 761,763

  摘要：

  DOI：

文献信息

• [EN] TRIAZOLE BETA CARBOLINE DERIVATIVES AS ANTIDIABETIC COMPOUNDS<br/>[FR] DÉRIVÉS DE LA BÊTA CARBOLINE TRIAZOLE CONSTITUANT DES COMPOSÉS ANTIDIABÉTIQUES
  申请人：MERCK SHARP & DOHME

  公开号：WO2010051177A1

  公开（公告）日：2010-05-06

  Beta-carboline derivatives of structural formula (I) are selective antagonists of the somatostatin subtype receptor 3 (SSTR3) and are useful for the treatment of Type 2 diabetes mellitus and of conditions that are often associated with this disease, including hyperglycemia, insulin resistance, obesity, lipid disorders, and hypertension. The compounds are also useful for the treatment of depression and anxiety.

  结构式(I)的β-咔啉衍生物是生长抑素亚型受体3 (SSTR3)的选择性拮抗剂，可用于治疗2型糖尿病以及通常与该疾病相关的病症，包括高血糖、胰岛素抵抗、肥胖、脂质紊乱和高血压。这些化合物还可用于治疗抑郁症和焦虑症。
• TRIAZOLE BETA CARBOLINE DERIVATIVES AS ANTI-DIABETIC AGENTS
  申请人：Guo Liangqin

  公开号：US20110201615A1

  公开（公告）日：2011-08-18

  Beta-carboline derivatives of structural formula (I) are selective antagonists of the somatostatin subtype receptor 3 (SSTR3) and are useful for the treatment of Type 2 diabetes mellitus and of conditions that are often associated with this disease, including hyperglycemia, insulin resistance, obesity, lipid disorders, and hypertension. The compounds are also useful for the treatment of depression and anxiety.

  结构式（I）的β-咔啉衍生物是生长抑素亚型受体3（SSTR3）的选择性拮抗剂，可用于治疗2型糖尿病以及常与该疾病相关的病症，包括高血糖、胰岛素抵抗、肥胖、脂质异常和高血压。这些化合物还可用于治疗抑郁症和焦虑症。
• Yamada, Fumio; Kobayashi, Kensuke; Shimizu, Aya, Heterocycles, 1993, vol. 36, # 12, p. 2783 - 2804
  作者：Yamada, Fumio、Kobayashi, Kensuke、Shimizu, Aya、Aoki, Naokatsu、Somei, Masanori

  DOI：——

  日期：——
• The Synthesis and Cyclization of α-Methylamino-β-(4-carboxy-3-indole)-propionic Acid
  作者：Frederick C. Uhle、Louis S. Harris

  DOI：10.1021/ja01558a027

  日期：1957.1
• The Preparation and Cyclization of 4-Carboxy-DL-tryptophan
  作者：Frederick C. Uhle、Stephen H. Robinson

  DOI：10.1021/ja01618a035

  日期：1955.7