2-氯-9-甲基-9H-嘌呤 | 2346-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 2-氯-9-甲基-9H-嘌呤
• 英文名称: 2-Chlor-9-methyl-purin
• 英文别名: 2-chloro-9-methylpurine；2-chloro-9-methyl-9H-purine
• CAS: 2346-73-8
• 化学式: C₆H₅ClN₄
• mdl: MFCD07440150
• 分子量: 168.585
• InChiKey: AMVDDOZWEOPXRR-UHFFFAOYSA-N

物化性质

• 熔点：
  135-136 °C(Solv: water (7732-18-5))
• 沸点：
  286.5±46.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Chloro-9-methyl-9H-purine
Synonyms:

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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: 2-Chloro-9-methyl-9H-purine
CAS number: 2346-73-8

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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.
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: C6H5ClN4
Molecular weight: 168.6

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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, hydrogen chloride.

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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：

  2-氯-9-甲基-9H-嘌呤 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 2-(benzyloxy)-9-methyl-9H-purine-8-carboxylic acid
  参考文献：
  名称：

  PREPARATION OF FUSED AZOLE DERIVATIVES AS NOVEL DIACYLGLYCERIDE O-ACYLTRANSFERASE 2 INHIBITORS

  摘要：

  Provided are compounds of Formula I, Formula Ia and Formula Ib and the pharmaceutically acceptable salts, esters, and prodrugs thereof, which are DGAT2 inhibitors. Also provided are methods of making compounds of Formula I, Formula Ia and Formula Ib, pharmaceutical compositions comprising compounds of Formula I, Formula Ia and Formula Ib, and methods of using these compounds to treat hepatic steatosis, nonalcoholic steatohepatitis (NASH), hepatic fibrosis, type-2 diabetes mellitus, obesity, hyperlipidemia, hypercholesterolemia, atherosclerosis, cognitive decline, dementia, cardiorenal diseases such as chronic kidney diseases and heart failure and related diseases and conditions, comprising administering a compound of Formula I, Ia and Ib and the pharmaceutically acceptable salts, esters, and prodrugs thereof, to a patient in need thereof.

  公开号：

  WO2024118858A1
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 水 、 锌 作用下， 生成 2-氯-9-甲基-9H-嘌呤
  参考文献：
  名称：

  Fischer,E., Chemische Berichte, 1898, vol. 31, p. 2546,2547

  摘要：

  DOI：

文献信息

• [EN] SUBSTITUTED N-(METHYL-D3)PYRIDAZINE-3-CARBOXAMIDE OR N-(METHYL-D3)-NICOTINAMIDE COMPOUNDS AS IL-12, IL-23 AND/OR IFNALPHA MODULATORS<br/>[FR] COMPOSÉS DE N-(MÉTHYL-D3)PYRIDAZINE-3-CARBOXAMIDE OU DE N-(MÉTHYL-D3)-NICOTINAMIDE SUBSTITUÉS UTILISÉS EN TANT QUE MODULATEURS D'IL-12, IL-23 ET/OU IFNALPHA
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2021222153A1

  公开（公告）日：2021-11-04

  There are disclosed compounds of the following formula I or a stereoisomer or pharmaceutically-acceptable salt thereof, wherein all substituents are as defined herein, which are useful in the modulation of IL-12, IL-23 and/or IFN?, by acting on Tyk-2 to cause signal transduction inhibition. The compounds of the invention may be useful for treating inflammatory and autoimmune diseases or disorders.

  以下是公开的化合物的化学式I或其立体异构体或药用可接受的盐，其中所有取代基如本文所定义，这些化合物在通过作用于Tyk-2引起信号转导抑制的调节IL-12、IL-23和/或IFNγ方面是有用的。本发明的化合物可能对治疗炎症性和自身免疫性疾病或紊乱有用。
• Photoredox-Catalyzed Stereoselective Synthesis of <i>C</i>-Nucleoside Analogues from Glycosyl Bromides and Heteroarenes
  作者：Liwen Xia、Wenjing Fan、Xiang-Ai Yuan、Shouyun Yu

  DOI：10.1021/acscatal.1c02088

  日期：2021.8.6

  C-nucleosides, analogues of nucleosides by replacing a C–N glycosidic bond with a C–C bond, are potential anticancer or antiviral agents. Synthesis of C-nucleoside analogues enabled by photoredox-catalyzed radical coupling of glycosyl bromides with nonfunctionalized heteroarenes has been described. This strategy features readily available starting materials, mild conditions, good functional group tolerance

  C-核苷是用 C-C 键取代 C-N 糖苷键的核苷类似物，是潜在的抗癌或抗病毒剂。已经描述了通过糖基溴化物与非官能化杂芳烃的光氧化还原催化自由基偶联实现的C-核苷类似物的合成。该策略具有容易获得的起始材料、温和的条件、良好的官能团耐受性以及位点和立体选择性（α-构型）。多种单糖（d-来苏糖、d-核糖、l-阿拉伯糖、d-葡萄糖、d-甘露糖、d-葡糖苷酸和d-岩藻糖）、二糖（乳糖、蜜二糖和麦芽糖）和多糖（麦芽三糖）可以与一系列非功能化的杂芳烃偶联，如嘌呤、苯并噻唑、噻唑并吡啶、苯并恶唑、苯并咪唑、咪唑并吡啶和菲啶。生物学上重要的分子，如茶碱、泛昔洛韦、呋喃核糖苷和腺嘌呤，可以使用这种方法直接通过 C-C 键进行糖基化。位点和立体选择性可以通过密度泛函理论 (DFT) 计算进行合理化和预测。
• [EN] HETEROARYL COMPOUNDS USEFUL AS RAF KINASE INHIBITORS<br/>[FR] COMPOSÉS HÉTÉROARYLES UTILES EN TANT QU'INHIBITEURS DE KINASE RAF
  申请人：BIOGEN IDEC INC

  公开号：WO2010078408A1

  公开（公告）日：2010-07-08

  The present invention provides compounds of formula (I) useful as inhibitors of Raf protein kinase. The present invention also provides compositions thereof, and methods of treating Raf -mediated diseases.

  本发明提供了一种化合物，其化学式为（I），可用作Raf蛋白激酶的抑制剂。本发明还提供了这些化合物的组合物，以及治疗Raf介导疾病的方法。
• Synthesis of non-classical heteroaryl C-glycosides via Minisci-type alkylation of N-heteroarenes with 4-glycosyl-dihydropyridines
  作者：Qingbing Wang、Juan Duan、Pingping Tang、Gong Chen、Gang He

  DOI：10.1007/s11426-020-9813-5

  日期：2020.11

  A radical-mediated method was reported for diastereoselective synthesis of non-classical heteroaryl C-glycosides via Minisci-type alkylation of N-heteroarenes with 4-glycosyl-1,4-dihydropyridine (DHP) reagents. These DHP reagents serve as convenient precursors for various glycosyl radicals under the activation of single electron transfer (SET) oxidation by persulfate and visible light irradiation with

  报道了一种自由基介导的方法，通过用 4-糖基-1,4-二氢吡啶 (DHP) 试剂对 N-杂芳烃进行 Minisci 型烷基化非对映选择性合成非经典杂芳基 C-糖苷。这些 DHP 试剂在有或没有光催化剂的情况下，在过硫酸盐和可见光照射的单电子转移 (SET) 氧化活化下，可作为各种糖基自由基的方便前体。
• The preparation and 1H n.m.r. spectra of some N-methylpurines and related compounds
  作者：GB Barlin、MD Fenn

  DOI：10.1071/ch9830633

  日期：——

  A 1H n.m.r. study of some methoxy-, methylthio- and chloro-N-methyl-purines and imidazo[4,5-c]-pyridines revealed that the signal due to the N-methyl group when present in the six-membered ring occurred at lower field than when present in the imidazole ring. The methylation of 2-,6-and 8-methoxypurines with diazomethane, and metatheses of chloro-N-methylpurines each to methoxy-N-methylpurines are described.

  一些甲氧基、甲硫基和氯-N-甲基嘌呤及 对一些甲氧基、甲硫基和氯-N-甲基嘌呤以及咪唑并[4,5-c]-吡啶的 1H nm r 研究发现，当 N-甲基出现在六元环上时，其信号的场强比出现在咪唑环上时低。 六元环上的 N-甲基所产生的信号场低于咪唑环上的 N-甲基所产生的信号场。2-、6-和 8-甲氧基嘌呤的甲基化 和 2-、6-和 8-甲氧基嘌呤与重氮甲烷的甲基化反应，以及氯-N-甲基嘌呤与甲氧基-N-甲基嘌呤的甲基化反应。 介绍。