2-吡啶-3-基-4,5-二氢-1,3-噻唑-4-甲酸 | 116247-03-1

• 物质功能分类: 生物 - 细胞培养 - 培养基
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-吡啶-3-基-4,5-二氢-1,3-噻唑-4-甲酸
• 英文名称: 2-pyrid-3-yl-4,5-dihydro-1,3-thiazole-4-carboxylic acid
• 英文别名: 2-(β-Pyridyl)-Δ²-thiazolin-carbonsaeure-(4)；2-pyridin-3-yl-4,5-dihydro-thiazole-4-carboxylic acid；2-pyridin-1-ium-3-yl-4,5-dihydro-1,3-thiazole-4-carboxylate
• CAS: 116247-03-1
• 化学式: C₉H₈N₂O₂S
• 分子量: 208.241
• InChiKey: LJGAQGZEJDQDAU-UHFFFAOYSA-N

物化性质

• 熔点：
  180 °C
• 闪点：
  227

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  87.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2934100090

SDS

Name:	2-Pyrid-3-yl-4 5-dihydro-1 3-thiazole-4-carboxylic acid Material Safety Data Sheet
Synonym:	4-Thiazolecarboxylic acid, 4,5-dihydro-2-(3-pyridinyl)-
CAS:	116247-03-1

Section 1 - Chemical Product MSDS Name:2-Pyrid-3-yl-4 5-dihydro-1 3-thiazole-4-carboxylic acid Material Safety Data Sheet
Synonym:4-Thiazolecarboxylic acid, 4,5-dihydro-2-(3-pyridinyl)-

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
116247-03-1	2-Pyrid-3-yl-4,5-dihydro-1,3-thiazole-	97	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May cause irritation of the digestive tract.
Inhalation:
Causes respiratory tract irritation.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use extinguishing media most appropriate for the surrounding fire.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid breathing dust.
Storage:
Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 116247-03-1: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
The absence of published exposure limits does not mean that a substance poses no inhalation hazard. If inhalation exposure is likely or if irritation or other symptoms are experienced, wear a NIOSH/MSHA or European Standard EN 149 approved respirator.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: 5.83E-9 mm Hg @ 25 deg C
Viscosity: Not available.
Boiling Point: 407 deg C @ 760 mm Hg
Freezing/Melting Point: 185-188 deg C
Autoignition Temperature: Not available.
Flash Point: 227 deg C ( 440.60 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Soluble.
Specific Gravity/Density:
Molecular Formula: C9H8N2O2S
Molecular Weight: 208.23

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Will not occur.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 116247-03-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Pyrid-3-yl-4,5-dihydro-1,3-thiazole-4-carboxylic acid - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 22 Do not breathe dust.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 116247-03-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 116247-03-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 116247-03-1 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-吡啶-3-基-4,5-二氢-1,3-噻唑-4-甲酸 、 4-甲氧基苄醇 在 氯化亚砜 作用下， 反应 4.0h， 以75%的产率得到
  参考文献：
  名称：

  一种吡啶联噻唑类羧酸衍生物的合成方法

  摘要：

  本发明公开了一种吡啶联噻唑类羧酸衍生物的合成方法。先合成吡啶联噻唑类羧酸，再通过取代合成其衍生物，主要是通过氰基吡啶与L‑半胱氨酸盐酸盐反应生成吡啶联二氢噻唑羧酸，吡啶联二氢噻唑羧酸形成酰氯后酰胺化或酯化。本发明的合成方法操作过程简单，无需经过二氢噻唑即可合成噻唑，收率高，合成的吡啶联噻唑类酰胺和吡啶联噻唑类酯具有良好的抑菌活性和抗癌活性，能够在医药和农用药领域得到很好的应用，为新农药的创造提供了新的思路，具有良好的发展前景。

  公开号：

  CN106632301B
• 作为产物：
  描述：

  nicotinic acid ethyl imino ester 在 barium dihydroxide 作用下， 生成 2-吡啶-3-基-4,5-二氢-1,3-噻唑-4-甲酸
  参考文献：
  名称：

  Banashek,A.; Shchukina,M.N., Journal of general chemistry of the USSR, 1960, vol. 30, p. 3296 - 3299

  摘要：

  DOI：

文献信息

• Covalent Inhibition by a Natural Product-Inspired Latent Electrophile
  作者：David P. Byun、Jennifer Ritchie、Yejin Jung、Ronald Holewinski、Hong-Rae Kim、Ravichandra Tagirasa、Joseph Ivanic、Claire M. Weekley、Michael W. Parker、Thorkell Andresson、Euna Yoo

  DOI：10.1021/jacs.3c00598

  日期：2023.5.24

  global cysteine reactivity and selectivity of a set of BDHI-functionalized chemical fragments using competitive chemoproteomic profiling methods. Our study demonstrates that BDHIs capably engage reactive cysteine residues in the human proteome and the selectivity landscape of cysteines liganded by BDHI is distinct from that of haloacetamide electrophiles. Given its tempered reactivity, BDHIs showed restricted

  靶向特定蛋白质半胱氨酸的策略对于共价探针和药物发现至关重要。 3-溴-4,5-二氢异恶唑 (BDHI) 是一种受天然产物启发、可合成的亲电子部分，此前已被证明可与纯化酶活性位点中的亲核半胱氨酸发生反应。在这里，我们使用竞争性化学蛋白质组学分析方法定义了一组 BDHI 功能化化学片段的全局半胱氨酸反应性和选择性。我们的研究表明，BDHI 能够与人类蛋白质组中的反应性半胱氨酸残基结合，并且 BDHI 配体的半胱氨酸的选择性景观与卤代乙酰胺亲电子试剂不同。鉴于其缓和的反应性，BDHI 在可调节结合元件和互补蛋白质位点之间的相互作用驱动下，表现出与蛋白质的有限的、选择性的结合。我们验证了 BDHI 与新兴抗癌靶标谷胱甘肽S转移酶 Pi (GSTP1) 和肽基脯氨酰顺反异构酶 NIMA 相互作用 1 (PIN1) 形成共价缀合物。 BDHI 亲电子试剂在 Bruton 的酪氨酸激酶 (BTK) 抑制
• ENZYMATIC ENCODING METHODS FOR EFFICIENT SYNTHESIS OF LARGE LIBRARIES
  申请人：Nuevolution A/S

  公开号：EP1957644B1

  公开（公告）日：2010-12-01
• ANTIMICROBIAL COMPOUNDS AND METHODS OF USE THEREOF
  申请人：Skaar Eric

  公开号：US20100004324A1

  公开（公告）日：2010-01-07

  In one aspect, the invention relates to compounds and methods useful for activating heme sensor systems; for decreasing virulence of bacteria, for example, Staphylococcus aureus; pharmaceutical compositions comprising the compounds; and methods of treating microbial-related disorders. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
• US8263642B2
  申请人：——

  公开号：US8263642B2

  公开（公告）日：2012-09-11
• 一种吡啶联噻唑类羧酸衍生物的合成方法
  申请人：云南大学

  公开号：CN106632301B

  公开（公告）日：2020-03-17

  本发明公开了一种吡啶联噻唑类羧酸衍生物的合成方法。先合成吡啶联噻唑类羧酸，再通过取代合成其衍生物，主要是通过氰基吡啶与L‑半胱氨酸盐酸盐反应生成吡啶联二氢噻唑羧酸，吡啶联二氢噻唑羧酸形成酰氯后酰胺化或酯化。本发明的合成方法操作过程简单，无需经过二氢噻唑即可合成噻唑，收率高，合成的吡啶联噻唑类酰胺和吡啶联噻唑类酯具有良好的抑菌活性和抗癌活性，能够在医药和农用药领域得到很好的应用，为新农药的创造提供了新的思路，具有良好的发展前景。