5-溴-2-氯-4,6-二甲基嘧啶 | 4786-72-5

• 物质功能分类: 医药中间体 - 杂环化合物 - 嘧啶类化合物
• 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-溴-2-氯-4,6-二甲基嘧啶
• 中文别名: 2-氯-4,6-二甲基-5-溴嘧啶
• 英文名称: 2-Chloro-5-bromo-4,6-dimethyl-pyrimidine
• 英文别名: 2-chloro-4,6-dimethyl-5-bromopyrimidine；5-bromo-2-chloro-4,6-dimethylpyrimidine；5-bromo-2-chloro-4,6-dimethyl-pyrimidine；2-chloro-4,6-dimethyl-5-bromo-pyrimidine；5-Brom-2-chlor-4,6-dimethylpyrimidin
• CAS: 4786-72-5
• 化学式: C₆H₆BrClN₂
• 分子量: 221.484
• InChiKey: MDZCNJHECVPINP-UHFFFAOYSA-N

物化性质

• 沸点：
  277.7±35.0 °C(Predicted)
• 密度：
  1.621±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933599090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Bromo-2-chloro-4,6-dimethylpyrimidine
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-Bromo-2-chloro-4,6-dimethylpyrimidine
CAS number: 4786-72-5

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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.
Storage: Store in closed vessels, refrigerated.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H6BrClN2
Molecular weight: 221.5

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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 chloride, hydrogen bromide.

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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：

  5-溴-2-氯-4,6-二甲基嘧啶 在 silver(I) acetate 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 5.0h， 生成 5-溴-4,6-二甲基嘧啶
  参考文献：
  名称：

  Kress, Thomas J., Heterocycles, 1994, vol. 38, # 6, p. 1375 - 1382

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴-4,6-二甲基嘧啶-2(1h)-酮 在 N,N-二乙基苯胺 、 三氯氧磷 作用下， 反应 8.0h， 以84%的产率得到5-溴-2-氯-4,6-二甲基嘧啶
  参考文献：
  名称：

  [DE] PYRIMIDINE, VERFAHREN ZU DEREN HERSTELLUNG SOWIE DEREN VERWENDUNG
  [EN] PYRIMIDINES, METHODS FOR THE PRODUCTION THEREOF, AND USE THEREOF
  [FR] PYRIMIDINES, LEUR PROCEDE DE PRODUCTION ET LEUR UTILISATION

  摘要：

  本发明涉及式（I）的嘧啶化合物，其中Ln具有说明书中给出的含义，而取代基R1，R2和R3具有以下含义：R1为C1-C10烷基，C2-C10烯基，C2-C10炔基，C3-C12环烷基，C3-C10环烯基，苯基或含有1至4个O、N或S的杂原子的五元至十元饱和、部分不饱和或芳香族碳链上的杂环；R2为卤素，氰基，C1-C4烷基，C2-C4烯基，C2-C4炔基，C1-C4烷氧基，C3-C4烯氧基或C3-C4炔氧基，其中R2的烷基、烯基和炔基残基可以通过卤素、氰基、硝基、C1-C2烷氧基或C1-C4烷氧基羰基取代；R3为含有1至4个O、N或S的杂原子的五元或六元饱和、部分不饱和或芳香族单环或双环杂环；以及制备这些化合物的方法和中间体，含有这些化合物的制剂以及其用于对抗植物病原真菌的用途。

  公开号：

  WO2004069846A1

文献信息

• Pyrimidine-2-sulphides and their S-oxides for use in medicine and
  申请人：Nyegaard & Co. A/S

  公开号：US04423047A1

  公开（公告）日：1983-12-27

  Compounds of the formula ##STR1## (wherein X represents a halogen atom; n is 0, 1 or 2; R.sup.1 and R.sup.2, which may be the same or different, each represents a hydrogen atom or a carboxyl, esterified carboxyl, amido or mono- or di-C.sub.1-4 alkylamido group or a C.sub.1-4 alkyl group which may if desired carry a carboxyl or esterified carboxyl group; and R.sup.3 represents a C.sub.1-32 saturated or unsaturated, straight or branched, cyclic or acyclic aliphatic group or an araliphatic or heterocyclic substituted aliphatic group, a heterocyclic group or an aryl group which groups may if desired carry one or more substituents selected from halogen atoms and oxo, nitro, hydroxy, etherified hydroxy, esterified hydroxy, primary, secondary or tertiary amino, acylamino etherified mercapto or S.dbd.O or --SO.sub.2 derivatives thereof and esterified phosphonic acid groups) and, where an acidic or basic group is present, physiologically compatible salts thereof have been found to be of use in combating abnormal cell proliferation. The compounds are prepared inter alia by oxidation of the corresponding sulfide, displacement of a leaving atom or group from the 2-position of the pyrimidine by reaction with a sulfinic acid or by ring closure of the pyrimidine ring.

  式##STR1##中的化合物（其中X代表卤素原子；n为0、1或2；R.sup.1和R.sup.2，可以相同也可以不同，每个代表氢原子或羧基、酯化羧基、酰胺基或单或双-C.sub.1-4烷基酰胺基或C.sub.1-4烷基基团，如果需要，可以带有羧基或酯化羧基团；R.sup.3代表C.sub.1-32饱和或不饱和、直链或支链、环状或非环状脂肪族基团或芳基脂肪族基团、芳基脂肪族基团、杂环取代脂肪族基团、杂环基团或芳基基团，这些基团如果需要，可以带有一个或多个卤素原子和氧代、硝基、羟基、醚化羟基、酯化羟基、一级、二级或三级氨基、酰胺基、醚化巯基或S.dbd.O或--SO.sub.2衍生物和酯化膦酸基团的取代基）以及存在酸性或碱性基团时，其生理相容盐已被发现可用于对抗异常细胞增殖。这些化合物可通过氧化相应的硫醚、通过与亚砜酸反应从嘧啶的2位处置换一个离去原子或基团，或通过嘧啶环的环闭合制备。
• [EN] NEW INDANYLOXYDIHYDROBENZOFURANYLACETIC ACID DERIVATIVES AND THEIR USE AS GPR40 RECEPTOR AGONISTS<br/>[FR] NOUVEAUX DÉRIVÉS D'ACIDE INDANYLOXYDIHYDROBENZOFURANNYLACÉTIQUE ET LEUR UTILISATION COMME AGONISTES DU RÉCEPTEUR GPR40
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2013144098A1

  公开（公告）日：2013-10-03

  The present invention relates to compounds of general formula (I), wherein the groups R1, R2 and m are defined as in claim 1, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及一般式(I)的化合物，其中基团R1、R2和m的定义如权利要求书中所述，这些化合物具有有价值的药理特性，特别是与GPR40受体结合并调节其活性。这些化合物适用于治疗和预防受该受体影响的疾病，如代谢性疾病，特别是2型糖尿病。
• [DE] PYRIMIDINE, VERFAHREN ZU DEREN HERSTELLUNG SOWIE DEREN VERWENDUNG<br/>[EN] PYRIMIDINES, METHODS FOR THE PRODUCTION THEREOF, AND USE THEREOF<br/>[FR] PYRIMIDINES, LEUR PROCEDE DE PRODUCTION ET LEUR UTILISATION
  申请人：BASF AG

  公开号：WO2004069846A1

  公开（公告）日：2004-08-19

  Die vorliegende Erfindung betrifft Pyrimidine der Formel (I), in der Ln die in der Beschreibung gegebene Bedeutung haben und die Substituenten R1, R2 und R3 die folgende Bedeutung haben: R1 C1-C10-Alkyl, C2-C10-Alkenyl, C2-C10-Alkinyl, C3-C12-Cycloalkyl, C3-C10-Cycloalkenyl, Phenyl oder ein fünf- bis zehngliedriger gesättigter, partiell ungesättigter oder aromatischer über Kohlenstoff gebundener Heterocyclus, enthaltend ein bis vier Heteroatome aus der Gruppe O, N oder S; R2 Halogen, Cyano, C1-C4-Alkyl, C2-C4-Alkenyl, C2-C4-Alkinyl, C1-C4-Alkoxy, C3-C4-Alkenyloxy oder C3-C4­-Alkinyloxy, wobei die Alkyl, Alkenyl und Alkinylreste von R2 durch Halogen, Cyano, Nitro, C1-C2-Alkoxy oder C1-C4-Alkoxycarbonyl substituiert sein können; R3 fünf- oder sechsgliedriger gesättigter, partiell ungesättigter oder aromatischer mono- oder bicyclischer Heterocyclus, enthaltend ein bis vier Heteroatome aus der Gruppe O, N oder S; sowie Verfahren und Zwischenprodukte zur Herstellung dieser Verbindungen, sie enthaltende Mittel sowie deren Verwendung zur Bekämpfung pflanzenpathogener Schadpilze.

  本发明涉及式（I）的嘧啶化合物，其中Ln具有说明书中给出的含义，而取代基R1，R2和R3具有以下含义：R1为C1-C10烷基，C2-C10烯基，C2-C10炔基，C3-C12环烷基，C3-C10环烯基，苯基或含有1至4个O、N或S的杂原子的五元至十元饱和、部分不饱和或芳香族碳链上的杂环；R2为卤素，氰基，C1-C4烷基，C2-C4烯基，C2-C4炔基，C1-C4烷氧基，C3-C4烯氧基或C3-C4炔氧基，其中R2的烷基、烯基和炔基残基可以通过卤素、氰基、硝基、C1-C2烷氧基或C1-C4烷氧基羰基取代；R3为含有1至4个O、N或S的杂原子的五元或六元饱和、部分不饱和或芳香族单环或双环杂环；以及制备这些化合物的方法和中间体，含有这些化合物的制剂以及其用于对抗植物病原真菌的用途。
• [EN] SUBSTITUTED PYRIMIDINE DERIVATIVES AS NICOTINIC ACETYLCHOLINESTERASE RECEPTOR ALPHA 6 MODULATOR<br/>[FR] DÉRIVÉS DE PYRIMIDINE SUBSTITUÉS SERVANT DE MODULATEUR ALPHA 6 DU RÉCEPTEUR DE L'ACÉTYLCHOLINESTÉRASE NICOTINIQUE
  申请人：CEREVANCE INC

  公开号：WO2022053823A1

  公开（公告）日：2022-03-17

  The present invention provides compounds of formula (I) and pharmaceutically acceptable salts, solvates and prodrugs thereof wherein m, R1, R2, R3, L and X are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy particularly for use in treating disorders associated with nicotinic acetylcholine receptor α6 (nAChRα6) activity.

  本发明提供了式（I）的化合物及其药学上可接受的盐、溶剂化合物和前药，其中m、R1、R2、R3、L和X如规范中所定义，以及它们的制备方法、包含它们的药物组合物以及它们在治疗中的使用，特别是用于治疗与尼古丁乙酰胆碱受体α6（nAChRα6）活性相关的疾病。
• Pyrimidines, methods for the production thereof, and use thereof
  申请人：Muller Bernd

  公开号：US20060058326A1

  公开（公告）日：2006-03-16

  Pyrimidines of the formula I in which L n is as defined in the description and the substituents R 1 , R 2 and R 3 are as defined below: R 1 is C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, C 3 -C 12 -cycloalkyl, C 3 -C 10 -cycloalkenyl, phenyl or a five- to ten-membered saturated, partially unsaturated or aromatic heterocycle which is attached via carbon and contains one to four heteroatoms from the group consisting of O, N and S; R 2 is halogen, cyano, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -alkoxy, C 3 -C 4 -alkenyloxy or C 3 -C 4 -alkynyloxy, where the alkyl, alkenyl and alkynyl radicals of R 2 may be substituted by halogen, cyano, nitro, C 1 -C 2 -alkoxy or C 1 -C 4 -alkoxycarbonyl; R 3 is a five- or six-membered saturated, partially unsaturated or aromatic mono- or bicyclic heterocycle which contains one to four heteroatoms from the group consisting of O, N and S; and processes and intermediates for preparing these compounds, compositions comprising them and their use for controlling phytopathogenic harmful fungi are described.

  本发明涉及式I的嘧啶类化合物，其中Ln如描述中所定义，取代基R1、R2和R3如下所定义：R1是C1-C10烷基、C2-C10烯基、C2-C10炔基、C3-C12环烷基、C3-C10环烯基、苯基或通过碳原子连接并含有来自O、N和S的1-4个杂原子的五至十元饱和、部分不饱和或芳香族杂环；R2是卤素、氰基、C1-C4烷基、C2-C4烯基、C2-C4炔基、C1-C4烷氧基、C3-C4烯氧基或C3-C4炔氧基，其中R2的烷基、烯基和炔基基团可以被卤素、氰基、硝基、C1-C2烷氧基或C1-C4烷氧羰基取代；R3是含有来自O、N和S的1-4个杂原子的五元或六元饱和、部分不饱和或芳香族单环或双环杂环；并描述了制备这些化合物的方法和中间体、包含它们的组合物以及它们用于控制植物病原真菌的用途。