4-(5-溴-2-噻吩基)-1,3-噻唑-2-胺 | 34801-14-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-(5-溴-2-噻吩基)-1,3-噻唑-2-胺
• 中文别名: 2-(2-氨基-4-噻唑基)-5-溴噻吩
• 英文名称: 4-(5-bromothiophen-2-yl)thiazol-2-amine
• 英文别名: 4-(5-bromothiophen-2-yl)-1,3-thiazol-2-amine
• CAS: 34801-14-4
• 化学式: C₇H₅BrN₂S₂
• mdl: MFCD01812622
• 分子量: 261.166
• InChiKey: MMZHPDCFNLBMBY-UHFFFAOYSA-N

物化性质

• 熔点：
  151℃
• 密度：
  1.796

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 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：
  95.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2934999090
• 储存条件：
  室温、密封、干燥保存。

SDS

Name:	4-(5-Bromo-2-thienyl)-1 3-thiazol-2-amine 97% Material Safety Data Sheet
Synonym:
CAS:	34801-14-4

Section 1 - Chemical Product MSDS Name:4-(5-Bromo-2-thienyl)-1 3-thiazol-2-amine 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
34801-14-4	4-(5-Bromo-2-thienyl)-1,3-thiazol-2-am	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 34801-14-4: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 139 - 141 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C7H5BrN2S2
Molecular Weight: 261

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, acid chlorides.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide, hydrogen bromide, bromine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 34801-14-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-(5-Bromo-2-thienyl)-1,3-thiazol-2-amine - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 34801-14-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 34801-14-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 34801-14-4 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：

  4-(5-溴-2-噻吩基)-1,3-噻唑-2-胺 在 哌啶 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 mineral oil 为溶剂， 反应 16.0h， 生成 (E)-N-(4-(5-bromothiophen-2-yl)thiazol-2-yl)-2-cyano-3-(3,4-dihydroxyphenyl)acrylamide
  参考文献：
  名称：

  WO2019201865A5

  摘要：

  公开号：

  WO2019201865A5
• 作为产物：
  描述：

  2-乙酰基-5-溴噻吩 在 copper(ll) bromide 作用下， 以 乙醇 、 氯仿 、 乙酸乙酯 为溶剂， 生成 4-(5-溴-2-噻吩基)-1,3-噻唑-2-胺
  参考文献：
  名称：

  [EN] 2-ACYLAMINOTHIAZOLES FOR THE TREATMENT OF CANCER
  [FR] 2-ACYLAMINOTHIAZOLES POUR LE TRAITEMENT DU CANCER

  摘要：

  本发明涉及如下所述的化学式(I)的致癌蛋白激酶ALK的抑制剂及其药物组合物。化学式(I)的化合物在制备药物方面是有用的，特别是用于癌症治疗。

  公开号：

  WO2015001024A1

文献信息

• Convenient and simple synthesis of 2-aminothiazoles by the reaction of α-halo ketone carbonyls with ammonium thiocyanate in the presence of N-methylimidazole
  作者：H.M. Meshram、Pramod B. Thakur、B. Madhu Babu、Vikas M. Bangade

  DOI：10.1016/j.tetlet.2012.07.080

  日期：2012.9

  Substituted 2-aminothiazole derivatives were obtained as a result of N-methylimidazole catalyzed cyclization of α-halo ketone carbonyls with ammonium thiocyanate in water–alcoholic media. The generality of the method has been demonstrated by screening a series of aromatic/heteroaromatic/aliphatic α-halo ketones, α-halo β-diketones, and α-halo β-ketoesters. The developed method is simple, mild, and

  在水-醇介质中，N-甲基咪唑与硫氰酸铵的N-甲基咪唑催化的α-卤代酮羰基环化反应获得了取代的2-氨基噻唑衍生物。通过筛选一系列芳族/杂芳族/脂肪族α-卤代酮，α-卤代β-二酮和α-卤代β-酮酸酯，证明了该方法的普遍性。所开发的方法简单，温和，通用，可从容易获得的起始原料中以良好至中等的收率制备功能多样的2-氨基噻唑。
• Synthesis, cytotoxic and antioxidant activities of azolyl benzothiazine carboxamides
  作者：Siva Sankar Panga、Rekha Tamatam、Padmaja Adivireddy、Padmavathi Venkatapuram、Siva Krishna Narra、Kondaiah Paturu

  DOI：10.1007/s11164-019-03778-4

  日期：2019.5

  methyl-substituted furanyloxazolyl benzothiazine carboxamide ( 14a ), furanylimidazolyl benzothiazine carboxamide ( 16a ), thiophenyloxazolyl benzothiazine carboxamide ( 17a ) and pyrrolyloxazolyl benzothiazine carboxamide ( 20a ) exhibited antioxidant activity greater than ascorbic acid. Graphical abstract Azolyl benzothiazine carboxamides are prepared from benzothiazine carboxylate and azolyl amines.

  摘要 在NaOMe存在下，超声作用下，由苯并噻嗪羧酸盐和偶氮基胺制备了氮唑基苯并噻嗪羧酰胺。4-溴硫代苯基咪唑基苯并噻嗪羧酰胺（ 19b ）和4-溴吡咯基咪唑苯并噻嗪羧酰胺 （22b ）对HeLa细胞系（IC 50 33.75，47.52 µM）和MCF-7细胞系（IC 50 31.75，34.35 µM）表现出细胞毒性。此外，甲基取代的呋喃基恶唑基苯并噻嗪羧酰胺（ 14a），呋喃基咪唑基苯并噻嗪羧酰胺（ 16a ），硫代苯并恶唑基苯并噻嗪羧酰胺（ 17a ）和吡咯基 恶唑基苯并噻嗪羧酰胺（ 14a ） 20a ）显示出比抗坏血酸更大的抗氧化活性。 图形摘要抽象的 甲唑基苯并噻嗪羧酰胺是由苯并噻嗪羧酸盐和偶氮基胺制备的。使用不同摩尔浓度的NaOMe建立反应条件的优化。化合物 19b 和 22b 对HeLa细胞系和MCF-7细胞系显示出细胞毒活性。化合物 14a ， 16a ， 17a 和 20a
• 2-ACYLAMINOTHIAZOLES FOR THE TREATMENT OF CANCER
  申请人：UNIVERSITA' DEGLI STUDI DI MILANO - BICOCCA

  公开号：US20160257658A1

  公开（公告）日：2016-09-08

  The present invention relates to inhibitors of the oncogenic protein kinase ALK of formula (I) as herein described and pharmaceutical compositions thereof. The compounds of formula (I) are useful in the preparation of a medicament, in particular for the treatment of cancer.

  本发明涉及公式(I)所描述的肿瘤原性蛋白激酶ALK的抑制剂及其制药组合物。公式(I)化合物在制备药物方面有用，特别是用于治疗癌症。
• 一种氨基噻唑类化合物的机械球磨合成方法
  申请人：浙江工业大学

  公开号：CN117486872A

  公开（公告）日：2024-02-02

  本发明公开了一种氨基噻唑类化合物的机械球磨合成方法，具体实施过程为：将芳香酮类化合物、溴代试剂、酸催化剂混匀后，加入助磨剂进行机械球磨，球磨结束后将反应物刮出，加入溶剂，过滤，滤液经过后处理得到a‑单溴代酮，a‑单溴代酮、硫脲类化合物混匀后，加入助磨剂进行机械球磨，球磨结束后将反应物刮出，加入溶剂，过滤，滤液经过后处理得到氨基噻唑类化合物。本发明实现了氨基噻唑类化合物的合成，反应时间短，操作简单方便，并且污染少，适用范围广。
• SUBSTITUTED AMINOTHIAZOLES AS INHIBITORS OF NUCLEASES
  申请人：Masarykova univerzita

  公开号：EP3556755A1

  公开（公告）日：2019-10-23

  The invention provides compounds represented by the structural formula (1): wherein R1, R2, R3, R4, R5, R6 are as defined in the claims. The compounds are inhibitors of nucleases, and are useful in particular in a method of treatment and/or prevention of proliferative diseases, neurodegenerative diseases, and other genomic instability associated diseases.

  本发明提供了结构式（1）所代表的化合物： 其中 R1、R2、R3、R4、R5、R6 如权利要求中定义。这些化合物是核酸酶的抑制剂，特别适用于增殖性疾病、神经退行性疾病和其他基因组不稳定性相关疾病的治疗和/或预防方法。