4-氨基-6-氯-2-甲硫基嘧啶 | 1005-38-5

• 物质功能分类: 医药中间体 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 4-氨基-6-氯-2-甲硫基嘧啶
• 中文别名: 2-甲硫基-4-氨基-6-氯嘧啶；4-氨基-6-氯-2-甲巯基嘧啶；4-氨基-6-氯-2-硫代甲基嘧啶
• 英文名称: 4-amino-6-chloro-2-methylthiopyrimidine
• 英文别名: 6-chloro-2-(methylthio)pyrimidin-4-amine；4-Amino-6-chloro-2-(methylthio)pyrimidine；6-chloro-2-methylsulfanylpyrimidin-4-amine
• CAS: 1005-38-5
• 化学式: C₅H₆ClN₃S
• mdl: MFCD00006088
• 分子量: 175.642
• InChiKey: ISUXMAHVLFRZQU-UHFFFAOYSA-N

物化性质

• 熔点：
  130-132 °C (lit.)
• 沸点：
  338.7±22.0 °C(Predicted)
• 密度：
  1.395 (estimate)
• 溶解度：
  溶于甲醇
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与不相容的材料接触，并且要远离强氧化剂以防发生反应。

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933599090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  密封存储于阴凉、干燥的库房。

SDS

Name:	4-Amino-6-Chloro-2-Methylmercaptopyrimidine 97% Material Safety Data Sheet
Synonym:	None
CAS:	1005-38-5

Section 1 - Chemical Product MSDS Name:4-Amino-6-Chloro-2-Methylmercaptopyrimidine 97% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1005-38-5	4-Amino-6-chloro-2-methylmercaptopyrim	97	213-734-3

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Mercaptans may cause nausea and headache. Exposure to high concentrations of mercaptans can produce unconsciousness with cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood), cold extremities and rapid pulse.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Exposure to high concentrations of mercaptans can produce unconsciousness with cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood), cold extremities and rapid pulse. Mercaptans may cause nausea and headache.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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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 agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. 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. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Keep container closed when not in use.
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low. Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 1005-38-5: Personal Protective Equipment Eyes: Wear safety glasses and chemical goggles if splashing is possible. 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 and clothing to prevent skin exposure. Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin. Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Wear a NIOSH/MSHA or European Standard EN 149 approved full-facepiece airline respirator in the positive pressure mode with emergency escape provisions. 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: Crystals
Color: yellow
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: @ 760.00mm Hg
Freezing/Melting Point: 130.00 - 132.00 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: C5H6ClN3S
Molecular Weight: 175.5751

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen, chloride fumes.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1005-38-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Amino-6-chloro-2-methylmercaptopyrimidine - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 1005-38-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1005-38-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1005-38-5 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

制备方法与用途

用途

4-氨基-6-氯-2-甲硫基嘧啶是一种卤代杂环，是一种有用的合成中间体。

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
  4,6-二氯-二甲硫基嘧啶	4,6-Dichloro-2-(methylthio)pyrimidine	6299-25-8	C5H4Cl2N2S	195.072

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	4-amino-6-chloro-2-methylsulphinylpyrimidine	66380-47-0	C5H6ClN3OS	191.641
  ——	5,6-dichloro-2-(methylthio)pyrimidine-4-amine	1620910-63-5	C5H5Cl2N3S	210.087
  5-溴-6-氯-2-(甲基硫代)嘧啶-4-胺	5-bromo-6-chloro-2-(methylthio)pyrimidine-4-amine	63931-22-6	C5H5BrClN3S	254.538
  ——	4-amino-6-chloro-2-methylsulphonylpyrimidine	74619-77-5	C5H6ClN3O2S	207.641
  4-乙酰基氨基-6-氯-2-甲基硫代嘧啶	4-acetylamino-6-chloro-2-methylthiopyrimidine	38897-12-0	C7H8ClN3OS	217.679
  (6-氯-2-甲基磺酰基-嘧啶-4-基)-苯基-胺	6-chloro-2-(methylthio)-N-phenylpyrimidin-4-amine	86626-97-3	C11H10ClN3S	251.739
  ——	5-bromo-6-chloro-2-(methylsulfinyl)pyrimidine-4-amine	1337962-39-6	C5H5BrClN3OS	270.537
  4,6-二氨基-2-甲基巯基嘧啶	4,6-diamino-2-methylthiopyrimidine	1005-39-6	C5H8N4S	156.211
  ——	2-cyano-N-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]acetamide	1067232-90-9	C8H7ClN4OS	242.689
  ——	tert-butyl N-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]carbamate	309256-03-9	C10H14ClN3O2S	275.759

反应信息

• 作为反应物：
  描述：

  4-氨基-6-氯-2-甲硫基嘧啶 在 硫化氢铵 、 水 、 溶剂黄146 、 sodium nitrite 作用下， 反应 4.0h， 生成 N-(4-amino-6-methylamino-2-methylsulfanyl-pyrimidin-5-yl)-thioformamide
  参考文献：
  名称：

  Baddiley et al., Journal of the Chemical Society, 1943, p. 383,384

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 三氯氧磷 作用下， 生成 4-氨基-6-氯-2-甲硫基嘧啶
  参考文献：
  名称：

  Johnson; Johns, American Chemical Journal, 1905, vol. 34, p. 190

  摘要：

  DOI：

文献信息

• 신규한 화합물 또는 이의 약학적으로 허용가능한 염, 및 이를 유효성분으로 함유하는 인플루엔자 바이러스 감염으로 인한 질환의 예방 또는 치료용 약학적 조성물
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY 한국화학연구원(319980077651)

  公开号：KR20150134301A

  公开（公告）日：2015-12-01

  본 발명은 신규한 화합물 또는 이의 약학적으로 허용가능한 염, 및 이를 유효성분으로 함유하는 인플루엔자 바이러스 감염으로 인한 질환의 예방 또는 치료용 약학적 조성물에 관한 것이다. 본 발명에 따른 화학식 1로 표시되는 신규한 화합물은 인플루엔자 바이러스에 대한 항바이러스 활성이 현저히 우수할 뿐만 아니라, 인간 세포에 대한 세포독성이 없어 인체에 부작용이 적으므로, 이를 유효성분으로 함유하는 약학적 조성물은 인플루엔자 바이러스 감염에 의해 발병되는 독감, 감기, 인후염, 기관지염, 폐렴, 조류독감, 돼지독감, 염소독감 등의 예방 또는 치료용 유용하게 사용될 수 있다.

  本发明涉及新型化合物或其药学上可接受的盐，以及含有该有效成分的用于预防或治疗由流感病毒感染引起的疾病的药学组合物。根据本发明的化学式1所示的新型化合物不仅对流感病毒具有显著优越的抗病毒活性，而且对人类细胞无细胞毒性，对人体副作用小，因此含有该有效成分的药学组合物可有效用于预防或治疗由流感病毒感染引起的流感、感冒、喉炎、支气管炎、肺炎、禽流感、猪流感、盐酸流感等疾病。
• SUBSTITUTED IMIDAZOPYRIMIDINES AND TRIAZOLOPYRIMIDINES
  申请人：Siegel Stephan

  公开号：US20100113441A1

  公开（公告）日：2010-05-06

  The invention relates to substituted imidazopyrimidines and triazolopyrimidines, to methods for the production thereof, and to the use of same for producing medicaments for the treatment and/or prophylaxis of diseases, especially haematological diseases, preferably leucopenia and neutropenia.

  本发明涉及取代的咪唑[嘧啶]和三唑[嘧啶]，及其生产方法，以及用于生产用于治疗和/或预防疾病，特别是血液病，尤其是白血球减少症和粒细胞减少症的药物的应用。
• Imidazopyridine- and Purine-Thioacetamide Derivatives: Potent Inhibitors of Nucleotide Pyrophosphatase/Phosphodiesterase 1 (NPP1)
  作者：Lei Chang、Sang-Yong Lee、Piotr Leonczak、Jef Rozenski、Steven De Jonghe、Theodor Hanck、Christa E. Müller、Piet Herdewijn

  DOI：10.1021/jm501434y

  日期：2014.12.11

  Nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1) belongs to the family of ecto-nucleotidases, which control extracellular nucleotide, nucleoside, and (di)phosphate levels. To study the (patho)physiological roles of NPP1 potent and selective inhibitors with drug-like properties are required. Therefore, a compound library was screened for NPP1 inhibitors using a colorimetric assay with p-nitrophenyl

  核苷酸焦磷酸酶/磷酸二酯酶1（NPP1）属于胞外核苷酸酶家族，可控制细胞外核苷酸，核苷和（di）磷酸盐的水平。为了研究具有药物样特性的NPP1强效和选择性抑制剂的（病理）生理作用。因此，使用比色测定法以对硝基苯基5'-胸苷单磷酸酯（p -Nph-5'-TMP）作为人工底物，筛选化合物库中的NPP1抑制剂。这导致发现2-（3 H-咪唑并[4,5 - b ]吡啶-2-基硫基）-N-（3,4-二甲氧基苯基）乙酰胺（5a）为具有K i的命中化合物。值为217 nM。随后的结构-活性关系研究导致了嘌呤和咪唑并[4,5- b ]吡啶类似物的开发，用p -Nph-5'-进行测定具有高抑制力（K i值分别为5.00 nM和29.6 nM）。以TMP为底物。出乎意料的是，与ATP作为底物相比，测试时这些化合物的效力明显较低，K i值在低微摩尔范围内。对原型抑制剂的抑制机理进行了研究，发现该抑制剂与两种底物都具有竞争性。
• 4-Phenyl-6-substituted-pyrimidine-2-carbonitrile derivatives
  申请人：Rankovic Zoran

  公开号：US20070111992A1

  公开（公告）日：2007-05-17

  Disclosed herein are 4-phenyl-6-substituted-pyrimidine-2-carbonitrile derivatives having Formula I, wherein each of the substituents is given the definition as set forth in the specification and claims; or a pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions comprising these 4-phenyl-6-substituted-pyrimidine-2-carbonitrile derivatives and use of these 4-phenyl-6-substituted-pyrimidine-2-carbonitrile derivatives for the treatment of cathepsin K and cathepsin S related disorders, e.g. osteoporosis, atherosclerosis, inflammation and immune disorders such as rheumatoid arthritis and chronic pain.

  本文披露了具有化学式I的4-苯基-6-取代嘧啶-2-碳腈衍生物，其中每个取代基的定义如规范和索赔中所述；或其药学上可接受的盐。还披露了包含这些4-苯基-6-取代嘧啶-2-碳腈衍生物的药物组合物，以及利用这些4-苯基-6-取代嘧啶-2-碳腈衍生物治疗与卡特普辛K和卡特普辛S相关的疾病，例如骨质疏松症、动脉粥样硬化、炎症和风湿性关节炎、慢性疼痛等。
• Phenylalanine derivatives
  申请人：Celltech Therapeutics Limited

  公开号：US06348463B1

  公开（公告）日：2002-02-19

  Phenylalanine derivatives of formula (1) are described: in which: Ar1 is an aromatic or heteroaromatic group; L1 is a linker atom or group; R is a carboxylic acid or a derivative thereof; Ar2 is an optionally substituted aromatic or heteroaromatic group; and the salts, solvates, hydrates and N-oxides thereof. The compounds are able to inhibit the binding of &agr;4 integrins to their ligands and are of use in the prophylaxis and treatment of immune or inflammatory disorders.

  公式（1）的苯丙氨酸衍生物如下所述： 其中： Ar1是芳香族或杂环芳基； L1是连接原子或基团； R是羧酸或其衍生物； Ar2是可选择取代的芳香族或杂环芳基； 以及它们的盐、溶剂合物、水合物和N-氧化物。 这些化合物能够抑制α4整合素与其配体的结合，并可用于预防和治疗免疫或炎症性疾病。

表征谱图