4-氯-噻吩并[3,2-d]嘧啶-6-羧酸 | 875515-76-7

• 物质功能分类: 医药中间体 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 中文名称: 4-氯-噻吩并[3,2-d]嘧啶-6-羧酸
• 中文别名: 4-氯噻吩并[3,2-D]嘧啶-6-羧酸
• 英文名称: 4-chlorothieno[3,2-d]pyrimidine-6-carboxylic acid
• CAS: 875515-76-7
• 化学式: C₇H₃ClN₂O₂S
• 分子量: 214.632
• InChiKey: APAYWGOJUNTPCI-UHFFFAOYSA-N

物化性质

• 密度：
  1.731

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid
CAS number: 875515-76-7

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C7H3ClN2O2S
Molecular weight: 214.6

---

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, sulfur oxides.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-氯-噻吩并[3,2-d]嘧啶-6-羧酸 在 草酰氯 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 22.34h， 生成 4-(4-(2-hydroxyethyl)piperazin-1-yl)thieno[3,2-d]pyrimidine-6-carboxamide
  参考文献：
  名称：

  [EN] THIENO[3,2-D]PYRIMIDINE-6-CARBOXAMIDES AND ANALOGUES AS SIRTUIN MODULATORS
  [FR] THIÉNO[3,2-D]PYRIMIDINE-6-CARBOXAMIDES ET ANALOGUES COMME MODULATEUR DE SIRTUINE

  摘要：

  本文提供了新颖的替代噻吩[3,2-d]嘧啶-6-羧酰胺Sirtuin抑制剂及其使用方法。这些Sirtuin抑制剂可用于抑制Sirtuin介导的生物过程，例如用于治疗和/或预防包括但不限于癌症、神经退行性疾病和炎症在内的疾病和疾患。本文还提供了包含这些Sirtuin抑制剂的药物组合物以及包含Sirtuin抑制剂与另一种治疗药剂组合的组合物。

  公开号：

  WO2014138562A1
• 作为产物：
  描述：

  二氧化碳 、 4-氯噻吩并[3,2-d]嘧啶 在 2,2,6,6-四甲基哌啶 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.5h， 以83%的产率得到4-氯-噻吩并[3,2-d]嘧啶-6-羧酸
  参考文献：
  名称：

  [EN] THIENO[3,2-D]PYRIMIDINE-6-CARBOXAMIDES AND ANALOGUES AS SIRTUIN MODULATORS
  [FR] THIÉNO[3,2-D]PYRIMIDINE-6-CARBOXAMIDES ET ANALOGUES COMME MODULATEUR DE SIRTUINE

  摘要：

  本文提供了新颖的替代噻吩[3,2-d]嘧啶-6-羧酰胺Sirtuin抑制剂及其使用方法。这些Sirtuin抑制剂可用于抑制Sirtuin介导的生物过程，例如用于治疗和/或预防包括但不限于癌症、神经退行性疾病和炎症在内的疾病和疾患。本文还提供了包含这些Sirtuin抑制剂的药物组合物以及包含Sirtuin抑制剂与另一种治疗药剂组合的组合物。

  公开号：

  WO2014138562A1
• 作为试剂：
  描述：

  2,2,6,6-四甲基哌啶 、 正丁基锂 、 、 4-氯噻吩并[3,2-d]嘧啶 、 二氧化碳 在 氮气 、 盐酸 、 magnesium sulfate 、 4-氯-噻吩并[3,2-d]嘧啶-6-羧酸 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 4.0h， 以to obtain 4-chlorothieno[3,2-d]pyrimidine-6-carboxylic acid (Compound 13; 1.1 g, 83%)的产率得到4-氯-噻吩并[3,2-d]嘧啶-6-羧酸
  参考文献：
  名称：

  THIENO[3,2-D]PYRIMIDINE-6-CARBOXAMIDES AND ANALOGUES AS SIRTUIN MODULATORS

  摘要：

  本文提供了一种新型的取代噻吩[3,2-d]嘧啶-6-羧酰胺sirtuin抑制剂及其使用方法。这些sirtuin抑制剂可用于抑制sirtuin介导的生物过程，例如用于治疗和/或预防癌症、神经退行性疾病和炎症等疾病和疾患。本文还提供了包含这些sirtuin抑制剂的制药组合物和包含sirtuin抑制剂与另一种治疗剂的组合物。

  公开号：

  US20160002273A1

文献信息

• [EN] BICYCLIC HETEROARYL COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROARYLE BICYCLIQUES ET LEURS UTILISATIONS
  申请人：REVOLUTION MEDICINES INC

  公开号：WO2020180768A1

  公开（公告）日：2020-09-10

  The present disclosure is directed to modulators of SOS1 and their use in the treatment of disease. Also disclosed are pharmaceutical compositions comprising the same.

  本公开涉及SOS1的调节剂及其在治疗疾病中的应用。还公开了包含相同成分的药物组合物。
• Inhibitors of VEGF Receptor and HGF Receptor Signalling
  申请人：Vaisburg Arkadii

  公开号：US20100216766A1

  公开（公告）日：2010-08-26

  The invention relates to the inhibition of VEGF receptor signaling and HGF receptor signaling. The invention provides compounds and methods for inhibiting VEGF receptor signaling and HGF receptor signaling. The invention also provides compositions and methods for treating cell proliferative diseases and conditions

  本发明涉及抑制VEGF受体信号和HGF受体信号的方法。本发明提供了抑制VEGF受体信号和HGF受体信号的化合物和方法。本发明还提供了治疗细胞增殖性疾病和病症的组合物和方法。
• Inhibitors of VEGF Receptor and HGF Receptor Signaling
  申请人：Saavedra Oscar Mario

  公开号：US20100249145A1

  公开（公告）日：2010-09-30

  The invention relates to the inhibition of VEGF receptor signaling and HGF receptor signaling. The invention provides compounds and methods for inhibiting VEGF receptor signaling and HGF receptor signaling. The invention also provides compositions and methods for treating cell proliferative diseases and conditions

  本发明涉及抑制VEGF受体信号和HGF受体信号的技术。本发明提供了用于抑制VEGF受体信号和HGF受体信号的化合物和方法。本发明还提供了用于治疗细胞增殖性疾病和情况的组合物和方法。
• Discovery of Thieno[3,2-<i>d</i>]pyrimidine-6-carboxamides as Potent Inhibitors of SIRT1, SIRT2, and SIRT3
  作者：Jeremy S. Disch、Ghotas Evindar、Cynthia H. Chiu、Charles A. Blum、Han Dai、Lei Jin、Eli Schuman、Kenneth E. Lind、Svetlana L. Belyanskaya、Jianghe Deng、Frank Coppo、Leah Aquilani、Todd L. Graybill、John W. Cuozzo、Siva Lavu、Cheney Mao、George P. Vlasuk、Robert B. Perni

  DOI：10.1021/jm400204k

  日期：2013.5.9

  The sirtuins SIRT1, SIRT2, and SIRT3 are NAD(+) dependent deacetylases that are considered potential targets for metabolic, inflammatory, oncologic, and neurodegenerative disorders. Encoded library technology (ELT) was used to affinity screen a 1.2 million heterocycle enriched library of DNA encoded small molecules, which identified pan-inhibitors of SIRT1/2/3 with nanomolar potency (e.g., 11c: IC50 = 3.6, 2.7, and 4.0 nM for SIRT1, SIRT2, and SIRT3, respectively). Subsequent SAR studies to improve physiochemical properties identified the potent drug like analogues 28 and 31. Crystallographic studies of 11c, 28, and 31 bound in the SIRT3 active site revealed that the common carboxamide binds in the nicotinamide C-pocket and the aliphatic portions of the inhibitors extend through the substrate channel, explaining the observable SAR. These pan SIRT1/2/3 inhibitors, representing a novel chemotype, are significantly more potent than currently available inhibitors, which makes them valuable tools for sirtuin research.
• BICYCLIC HETEROARYL COMPOUNDS AND USES THEREOF
  申请人：Revolution Medicines, Inc.

  公开号：US20220135584A1

  公开（公告）日：2022-05-05

  The present disclosure is directed to modulators of SOS1 and their use in the treatment of disease. Also disclosed are pharmaceutical compositions comprising the same.