N-(6-溴噻唑并[5,4-b]吡啶-2-基)苯甲酰胺 | 588730-01-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(6-溴噻唑并[5,4-b]吡啶-2-基)苯甲酰胺
• 英文名称: N-(6-bromo-thiazolo[5,4-b]pyridine-2-yl)-benzamide
• 英文别名: N-(6-bromothiazolo[5,4-b]pyridin-2-yl)benzamide；N-(6-bromo-[1,3]thiazolo[5,4-b]pyridin-2-yl)benzamide
• CAS: 588730-01-2
• 化学式: C₁₃H₈BrN₃OS
• 分子量: 334.196
• InChiKey: POTYDBWSMIMCHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-(6-Bromo-[1,3]thiazolo[5,4-b]pyridin-2-yl)benzamide
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: N-(6-Bromo-[1,3]thiazolo[5,4-b]pyridin-2-yl)benzamide
CAS number: 588730-01-2

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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, refrigerated.
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: C13H8BrN3OS
Molecular weight: 334.2

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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, hydrogen bromide, 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

反应信息

• 作为反应物：
  描述：

  N-(6-溴噻唑并[5,4-b]吡啶-2-基)苯甲酰胺 在 硫酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 以98%的产率得到2-氨基-6-溴噻唑并[5,4-b]吡啶
  参考文献：
  名称：

  [EN] ANTIBACTERIAL CONDENSED THIAZOLES
  [FR] THIAZOLES CONDENSÉS ANTIBACTÉRIENS

  摘要：

  化合物的分子式（I）具有抗菌活性：其中：m为0或1；Q为氢或环丙基；AIk为可选择取代的、二价的C1-C6烷基、烯基或炔基基团，可能含有醚（-O-）、硫醚（-S-）或氨基（-NR）链，其中R为氢、-CN或C1-C3烷基；X为-C（=O）NR6-，或-C（=O）O-，其中R6为氢、可选择取代的C1-C6烷基、C2-C6烯基或C2-C6炔基；Z1为-N=或-CH=，Z2为-N=或-C(R1)=；R1为氢、甲基、乙基、乙烯基、乙炔基、甲氧基、巯基、巯基甲基、卤素、全氟或部分氟化的（C1-C2）烷基、（C1-C2）烷氧基或（C1-C2）烷基硫基、硝基或腈基（-CN）；R2为一个基团Q1-[Alk1]q-Q2-，其中q为0或1；AIk1为可选择取代的、二价的、直链或支链的C1-C6烷基、或C2-C6烯基或C2-C6炔基基团，可能含有或终止于醚（-O-）、硫醚（-S-）或氨基（-NR）链；Q2为可选择取代的、二价的单环碳环或杂环基团，具有5或6个环原子，或可选择取代的、二价的双环碳环或杂环基团，具有9或10个环原子；Q1为氢、一个可选取代基团，或一个可选择取代的具有3-7个环原子的碳环或杂环基团。

  公开号：

  WO2009074812A1
• 作为产物：
  描述：

  N-(6-bromo[1,3]thiazolo[4,5-b]pyridin-2-yl)benzamide 在 sodium methylate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 4.0h， 以78%的产率得到N-(6-溴噻唑并[5,4-b]吡啶-2-基)苯甲酰胺
  参考文献：
  名称：

  正甲基和正苯甲酰基吡啶基硫脲的氧化环化。新型噻唑并[4,5- b ]和[5,4- b ]吡啶衍生物的制备

  摘要：

  由相应的氨基吡啶-吡啶制备的N-甲基和N-苯甲酰基吡啶基硫脲的环化已经使用各种条件实现。用溴在乙酸或铁氰化钾中的环化反应在吡啶环的氮上进行，得到吡啶鎓盐或1,2,4-噻二唑并[2,3- a ]吡啶亚砜体系。另一方面，在N-甲基吡咯烷酮（NMP）中用甲醇钠处理硫脲导致导致噻唑并[4,5- b ]和[5,4- b ]吡啶的形成，这是生物学评估中令人关注的目标。

  DOI：

  10.1002/jhet.5570400210

文献信息

• Antibacterial condensed thiazoles
  申请人：Biota Europe Ltd.

  公开号：US08299065B2

  公开（公告）日：2012-10-30

  Compound of formula (I) have antibacterial activity: wherein: m is 0 or 1; Q is hydrogen or cyclopropyl; AIk is an optionally substituted, divalent C1-C6 alkylene, alkenylene or alkynylene radical which may contain an ether (—O—), thioether (—S—) or amino (—NR)— link, wherein R is hydrogen, —CN or C1-C3 alkyl; X is —C(═O)NR6—, or —C(═O)O— wherein R6 is hydrogen, optionally substituted C1-C6 alkyl, C2-C6 alkenyl or C2-C6 alkynyl; Z1 is —N═ or —CH═Z2 is —N═ or —C(R1)═; R1 is hydrogen, methyl, ethyl, ethenyl, ethynyl, methoxy, mercapto, mercaptomethyl, halo, fully or partially fluorinated (C1-C2)alkyl, (C1-C2JaIkoxy or (C1-C2)alkylthio, nitro, or nitrile (—CN); R2 is a group Q1-[Alk1]q-Q2-, wherein q is 0 or 1; AIk1 is an optionally substituted, divalent, straight chain or branched C1-C6 alkylene, or C2-C6 alkenylene or C2-C6 alkynylene radical which may contain or terminate in an ether (—O—), thioether (—S—) or amino (—NR)— link; Q2 is an optionally substituted divalent monocyclic carbocyclic or heterocyclic radical having 5 or 6 ring atoms or an optionally substituted divalent bicyclic carbocyclic or heterocyclic radical having 9 or 10 ring atoms; Q1 is hydrogen, an optional substituent, or an optionally substituted carbocyclic or heterocyclic radical having 3-7 ring atoms.

  公式（I）的化合物具有抗菌活性：其中：m为0或1；Q为氢或环丙基；AIk为可选取的取代的二价C1-C6烷基，烯基或炔基基团，其中可能包含醚（—O—），硫醚（—S—）或氨基（—NR）连接，其中R为氢，—CN或C1-C3烷基；X为—C（═O）NR6—或—C（═O）O—，其中R6为氢，可选取的取代的C1-C6烷基，C2-C6烯基或C2-C6炔基；Z1为—N═或—CH═，Z2为—N═或—C（R1）═；R1为氢，甲基，乙基，乙烯基，乙炔基，甲氧基，巯基，巯基甲基，卤素，完全或部分氟代（C1-C2）烷基，（C1-C2）氧代或（C1-C2）硫代烷基，硝基或腈（—CN）；R2为Q1-[Alk1]q-Q2-基团，其中q为0或1；AIk1为可选取的取代的直链或支链C1-C6烷基，或C2-C6烯基或C2-C6炔基基团，其中可能包含或以醚（—O—），硫醚（—S—）或氨基（—NR）连接结束；Q2为可选取的取代的具有5或6个环原子的单环碳环或杂环基团，或具有9或10个环原子的可选取的取代的双环碳环或杂环基团；Q1为氢，可选的取代基团，或具有3-7个环原子的可选取的取代的碳环或杂环基团。
• ANTIBACTERIAL CONDENSED THIAZOLES
  申请人：Haydon David John

  公开号：US20100305067A1

  公开（公告）日：2010-12-02

  Compound of formula (I) have antibacterial activity: wherein: m is 0 or 1; Q is hydrogen or cyclopropyl; AIk is an optionally substituted, divalent C 1 -C 6 alkylene, alkenylene or alkynylene radical which may contain an ether (—O—), thioether (—S—) or amino (—NR)— link, wherein R is hydrogen, —CN or C 1 -C 3 alkyl; X is —C(═O)NR 6 —, or —C(═O)O— wherein R 6 is hydrogen, optionally substituted C 1 -C 6 alkyl, C 2 -C 6 alkenyl or C 2 -C 6 alkynyl; Z 1 is —N═ or —CH═Z 2 is —N═ or —C(R 1 )═; R 1 is hydrogen, methyl, ethyl, ethenyl, ethynyl, methoxy, mercapto, mercaptomethyl, halo, fully or partially fluorinated (C 1 -C 2 )alkyl, (C 1 -C 2 Jalkoxy or (C 1 -C 2 )alkylthio, nitro, or nitrile (—CN); R 2 is a group Q 1 -[Alk 1 ]q-Q 2 -, wherein q is 0 or 1; AIk1 is an optionally substituted, divalent, straight chain or branched C 1 -C 6 alkylene, or C 2 -C 6 alkenylene or C 2 -C 6 alkynylene radical which may contain or terminate in an ether (—O—), thioether (—S—) or amino (—NR)— link; Q 2 is an optionally substituted divalent monocyclic carbocyclic or heterocyclic radical having 5 or 6 ring atoms or an optionally substituted divalent bicyclic carbocyclic or heterocyclic radical having 9 or 10 ring atoms; Q 1 is hydrogen, an optional substituent, or an optionally substituted carbocyclic or heterocyclic radical having 3-7 ring atoms.

  式(I)的化合物具有抗菌活性：其中：m为0或1；Q为氢或环丙基；AIk为可选取代的二价C1-C6烷基、烯基或炔基，其中可以含有醚（—O—）、硫醚（—S—）或氨基（—NR）连接，其中R为氢、—CN或C1-C3烷基；X为—C（═O）NR6—或—C（═O）O—，其中R6为氢、可选取代的C1-C6烷基、C2-C6烯基或C2-C6炔基；Z1为—N═或—CH═，Z2为—N═或—C（R1）═；R1为氢、甲基、乙基、乙烯基、乙炔基、甲氧基、巯基、巯基甲基、卤素、全氟或部分氟化的（C1-C2）烷基、（C1-C2）烷氧基或（C1-C2）烷硫基、硝基或腈（—CN）；R2为Q1-[Alk1]q-Q2-基团，其中q为0或1；AIk1为可选取代的二价直链或支链C1-C6烷基、C2-C6烯基或C2-C6炔基，其中可以含有或以醚（—O—）、硫醚（—S—）或氨基（—NR）连接结束；Q2为可选取代的具有5或6个环原子的单环碳环或杂环基团或可选取代的具有9或10个环原子的双环碳环或杂环基团；Q1为氢、可选取代的取代基或具有3-7个环原子的可选取代的碳环或杂环基团。
• US8299065B2
  申请人：——

  公开号：US8299065B2

  公开（公告）日：2012-10-30
• [EN] ANTIBACTERIAL CONDENSED THIAZOLES<br/>[FR] THIAZOLES CONDENSÉS ANTIBACTÉRIENS
  申请人：PROLYSIS LTD

  公开号：WO2009074812A1

  公开（公告）日：2009-06-18

  Compound of formula (I) have antibacterial activity: wherein: m is 0 or 1; Q is hydrogen or cyclopropyl; AIk is an optionally substituted, divalent C1-C6 alkylene, alkenylene or alkynylene radical which may contain an ether (-O-), thioether (-S-) or amino (-NR)- link, wherein R is hydrogen, -CN or C1-C3 alky!; X is -C(=O)NR6-, or -C(=O)O- wherein R6 is hydrogen, optionally substituted C1-C6 alkyl, C2-C6 alkenyl or C2-C6 alkynyl; Z1 is -N= or -CH= Z2 is -N= or -C(R1)=; R1 is hydrogen, methyl, ethyl, ethenyl, ethynyl, methoxy, mercapto, mercaptomethyl, halo, fully or partially fluorinated (C1-C2)alkyl, (C1-C2JaIkOXy or (C1-C2)alkylthio, nitro, or nitrile (-CN); R2 is a group Q1-[Alk1]q-Q2-, wherein q is 0 or 1; AIk1 is an optionally substituted, divalent, straight chain or branched C1-C6 alkylene, or C2-C6 alkenylene or C2-C6 alkynylene radical which may contain or terminate in an ether (-O-), thioether (-S-) or amino (-NR)- link; Q2 is an optionally substituted divalent monocyclic carbocyclic or heterocyclic radical having 5 or 6 ring atoms or an optionally substituted divalent bicyclic carbocyclic or heterocyclic radical having 9 or 10 ring atoms; Q1 is hydrogen, an optional substituent, or an optionally substituted carbocyclic or heterocyclic radical having 3-7 ring atoms.

  化合物的分子式（I）具有抗菌活性：其中：m为0或1；Q为氢或环丙基；AIk为可选择取代的、二价的C1-C6烷基、烯基或炔基基团，可能含有醚（-O-）、硫醚（-S-）或氨基（-NR）链，其中R为氢、-CN或C1-C3烷基；X为-C（=O）NR6-，或-C（=O）O-，其中R6为氢、可选择取代的C1-C6烷基、C2-C6烯基或C2-C6炔基；Z1为-N=或-CH=，Z2为-N=或-C(R1)=；R1为氢、甲基、乙基、乙烯基、乙炔基、甲氧基、巯基、巯基甲基、卤素、全氟或部分氟化的（C1-C2）烷基、（C1-C2）烷氧基或（C1-C2）烷基硫基、硝基或腈基（-CN）；R2为一个基团Q1-[Alk1]q-Q2-，其中q为0或1；AIk1为可选择取代的、二价的、直链或支链的C1-C6烷基、或C2-C6烯基或C2-C6炔基基团，可能含有或终止于醚（-O-）、硫醚（-S-）或氨基（-NR）链；Q2为可选择取代的、二价的单环碳环或杂环基团，具有5或6个环原子，或可选择取代的、二价的双环碳环或杂环基团，具有9或10个环原子；Q1为氢、一个可选取代基团，或一个可选择取代的具有3-7个环原子的碳环或杂环基团。
• Oxidative cyclization of<i>n</i>-methyl- and<i>n</i>-benzoylpyridylthioureas. Preparation of new thiazolo[4,5-<i>b</i>] and [5,4-<i>b</i>] pyridine derivatives
  作者：Karine Jouve、Jan Bergman

  DOI：10.1002/jhet.5570400210

  日期：2003.3

  Cyclization of N-methyl- and N-benzoylpyridylthioureas, prepared from the corresponding aminopy-ridines, has been realized using various conditions. With bromine in acetic acid or potassium ferricyanide, the cyclization occurred on the nitrogen of the pyridine ring and pyridinium salts or 1,2,4-fhiadiazolo[2,3-a]pyridylidene systems were obtained. On the other hand, treatment of the thioureas with

  由相应的氨基吡啶-吡啶制备的N-甲基和N-苯甲酰基吡啶基硫脲的环化已经使用各种条件实现。用溴在乙酸或铁氰化钾中的环化反应在吡啶环的氮上进行，得到吡啶鎓盐或1,2,4-噻二唑并[2,3- a ]吡啶亚砜体系。另一方面，在N-甲基吡咯烷酮（NMP）中用甲醇钠处理硫脲导致导致噻唑并[4,5- b ]和[5,4- b ]吡啶的形成，这是生物学评估中令人关注的目标。