5-氧代-5H-噻唑并[3,2-a]嘧啶-6-甲酸 | 51991-94-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-氧代-5H-噻唑并[3,2-a]嘧啶-6-甲酸
• 中文别名: 5-氧代-5H-[1,3]噻唑并[3,2-a]嘧啶-6-羧酸；5-氧代-5H-噻唑并[3,2-A]嘧啶-6-甲酸
• 英文名称: 5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid
• 英文别名: 5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid；5-oxo-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
• CAS: 51991-94-7
• 化学式: C₇H₄N₂O₃S
• mdl: MFCD03011512
• 分子量: 196.186
• InChiKey: FDGPDTWORUVKQX-UHFFFAOYSA-N

物化性质

• 熔点：
  277 °C (decomp)
• 沸点：
  390.9±52.0 °C(Predicted)
• 密度：
  1.78±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 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：
  95.3
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2934100090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Oxo-5h-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
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: 5-Oxo-5h-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
CAS number: 51991-94-7

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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: C7H4N2O3S
Molecular weight: 196.2

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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, sulfur 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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  5-氧代-5H-噻唑并[3,2-a]嘧啶-6-羧酸乙酯	6-ethoxycarbonyl-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine	32278-52-7	C9H8N2O3S	224.24
  6-乙酰基噻唑并[3,2-a]嘧啶-5-酮	6-acetyl-thiazolo[3,2-a]pyrimidin-5-one	65692-03-7	C8H6N2O2S	194.214

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  5-氧代-5H-[1,3]噻唑并[3,2-a]嘧啶-6-甲酰氯	5-Oxo-5H-thiazolo[3,2-A]pyrimidine-6-carbonyl chloride	76661-92-2	C7H3ClN2O2S	214.632
  ——	5(H)-Oxothiazolo<3,2-a>pyrimidine-6-carbohydrazide	106695-47-0	C7H6N4O2S	210.216
  ——	N-(2-(2-hydroxyethoxy)ethyl)-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxamide	——	C11H13N3O4S	283.308
  ——	ethyl-2-[[(5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidin-6-yl)carbonyl]amino]acetate	——	C11H11N3O4S	281.292
  ——	N-cyclopentyl-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxamide	——	C12H13N3O2S	263.32
  ——	5-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide	——	C13H9N3O2S	271.299
  ——	6-(pyrrolidine-1-carbonyl)-5H-thiazolo[3,2-a]pyrimidin-5-one	——	C11H11N3O2S	249.293
  ——	t-Butyl-3-<5(H)-oxothiazolo<3,2-a>pyrimidine-6-carbonyl>carbazate	106695-46-9	C12H14N4O4S	310.334
  ——	6-(morpholine-4-carbonyl)-5H-thiazolo[3,2-a]pyrimidin-5-one	——	C11H11N3O3S	265.293
  ——	5-oxo-N-pyridin-4-yl-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide	——	C12H8N4O2S	272.28

反应信息

• 作为反应物：
  描述：

  5-氧代-5H-噻唑并[3,2-a]嘧啶-6-甲酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.83h， 生成 5-氧代-5H-[1,3]噻唑并[3,2-a]嘧啶-6-甲酰氯
  参考文献：
  名称：

  新型功能化咪唑并[2,1- b ]噻唑和噻唑并[3,2- a ]嘧啶的合成

  摘要：

  5-Oxo-5 H- [1,3]噻唑并[3,2 - a ]嘧啶-6-羧酸（4）和6-甲基咪唑并[2,1 - b ]噻唑-5-羧酸（17）通过与草酰氯和作为催化剂的N，N-二甲基甲酰胺的反应，使胺与胺6a-i反应成伯和仲酰胺衍生物7-14和19-22。由化合物24制备N，N′-二取代的脲26、27和咪唑并[2，1- b ]噻唑的全氢咪唑并[ 1，5- c ]噻唑29衍生物。通过化合物的核磁共振分析 由图29可知，存在由C7'a的手性中心引起的旋光性和C5N6 '键的旋转受限引起的构象异构性这两种立体异构体的存在。

  DOI：

  10.1002/jhet.5570370115
• 作为产物：
  描述：

  (噻唑-2-基氨基-亚甲基)-丙二腈 在 盐酸 作用下， 反应 0.33h， 生成 5-氧代-5H-噻唑并[3,2-a]嘧啶-6-甲酸
  参考文献：
  名称：

  Reaction of Ethoxymethylenemalononitrile with 2-Aminopyridines

  摘要：

  研究了 2-氨基吡啶（或 2-氨基杂环）与乙氧基亚甲基丙二腈的亲核反应，反应产物的结构如表 II 所示。发现使用 2-氨基吡啶盐酸盐进行类似反应可得到 1，2-二氢-1-（2，2-二氰基乙烯基）-2-亚氨基吡啶（IV）和 1，2-二氢-1-（2，2-二氰基乙烯基）-2-（2，2-二氰基乙烯基亚氨基）吡啶（VIa）。

  DOI：

  10.1248/cpb.22.243

文献信息

• DERIVATIVES OF N-ACYL-N'-PHENYLPIPERAZINE USEFUL (INTER ALIA) FOR THE PROPHYLAXIS OR TREATMENT OF DIABETES
  申请人：Kasai Shizuo

  公开号：US20120071489A1

  公开（公告）日：2012-03-22

  The present invention relates to a compound represented by the formula wherein each symbol is as defined in the present specification, which has a superior RBP4-lowering action and is useful as a pharmaceutical composition for the prophylaxis or treatment of a disease or condition mediated by an increase in RBP4.

  本发明涉及一种化合物，其化学式如下所示，其中每个符号如本说明书中所定义，该化合物具有优越的降低RBP4作用，并且可用作预防或治疗由RBP4增加介导的疾病或病况的药物组合物。
• The reactions of 2-aminothiazoles and 2-aminobenzothiazoles with propiolic acid and its esters
  作者：D. W. Dunwell、D. Evans

  DOI：10.1039/j39710002094

  日期：——

  The main products from the title reactions were 7H-thiazolo[3,2-a]pyrimidin-7-ones (IV) and 2H-pyrimido-[2,1-b]benzothiazol-2-ones (V). Treatment of some of these with primary and secondary aliphatic amines yielded 2-(β-aminoacryloyl)imino-Δ4-thiazolines (X) and the corresponding benzo-analogues (XI).

  标题反应的主要产物是7 H-噻唑并[3，2 - a ]嘧啶-7-酮（IV）和2 H-嘧啶-[ 2，1- b ]苯并噻唑-2-酮（V）。其中一些的伯和仲脂族胺处理得到2-（β-aminoacryloyl）亚氨基Δ 4 -thiazolines（X）和相应的苯并类似物（XI）。
• [EN] THIAZOLO(3,2-A) PYRIMIDINONE AND OTHER HETEROBICYCLIC PYRIMIDINONE COMPOUNDS FOR USE IN MEDICAL THERAPY<br/>[FR] THIAZOLO(3,2-A)PYRIMIDINONE ET AUTRES COMPOSÉS HÉTÉROBICYCLIQUES DE PYRIMIDINONE POUR UTILISATION À DES FINS THÉRAPEUTIQUES
  申请人：LYSOSOMAL THERAPEUTICS INC

  公开号：WO2017040879A1

  公开（公告）日：2017-03-09

  The invention provides heterobicyclic pyrimidinone compounds such as thiazolo[3,2-a]pyrimidinone compounds, compositions containing such compounds, medical kits, and methods for using such compounds and compositions to treat medical disorders, e.g., Gaucher disease, Parkinson's disease, Lewy body disease, dementia, or multiple system atrophy, in a patient. Exemplary heterobicyclic pyrimidinone compounds described herein include 5-oxo- 2,3-dihydro-5H-hiazolo[3,2-a]pyrimidine-6-carboxarnide compounds.

  该发明提供了异双环嘧啶酮化合物，例如噻唑并[3,2-a]嘧啶酮化合物，含有这种化合物的组合物，医疗工具包，以及使用这种化合物和组合物治疗医学疾病的方法，例如高雪氏病、帕金森病、路易体病、痴呆症或多系统萎缩症。本文描述的示例异双环嘧啶酮化合物包括5-氧代-2,3-二氢-5H-噻唑并[3,2-a]嘧啶-6-羧酰胺化合物。
• Penicillins
  申请人：Beecham Group Limited

  公开号：US04081545A1

  公开（公告）日：1978-03-28

  A class of .alpha.-(heterocyclic carbonylamino) penicillins in which the heterocyclic group of the acyl moiety is a fused bicyclic ring having a nitrogen atom at the bridge position, shows good antibacterial activity.

  一类α-(杂环羰基氨基) 青霉素类药物，其中酰基部分的杂环基团是具有氮原子的融合双环环的，在桥位显示出良好的抗菌活性。
• Derivatives of N-acyl-N′-phenylpiperazine useful (inter alia) for the prophylaxis or treatment of diabetes
  申请人：Kasai Shizuo

  公开号：US08853215B2

  公开（公告）日：2014-10-07

  The present invention relates to a compound represented by the formula wherein each symbol is as defined in the present specification, which has a superior RBP4-lowering action and is useful as a pharmaceutical composition for the prophylaxis or treatment of a disease or condition mediated by an increase in RBP4.

  本发明涉及一种化合物，其表示为式中每个符号如本说明书中所定义，该化合物具有优异的RBP4降低作用，并可作为药物组合物用于预防或治疗由RBP4增加介导的疾病或病状。