7-苄基-4-氯-5,6,7,8-四氢吡啶并[3,4-d]嘧啶 | 192869-80-0

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 中文名称: 7-苄基-4-氯-5,6,7,8-四氢吡啶并[3,4-d]嘧啶
• 中文别名: 7-苄基-4-氯-5,6,7,8-四氢吡啶并[3,4-D]嘧啶；7-苄基-4-氯-5-甲基-5,6,7,8-四氢吡啶并[3,4-d]嘧啶
• 英文名称: 7-benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine
• 英文别名: 4-chloro-5,6,7,8-tetrahydro-7-(phenylmethyl)pyrido[3,4-d]pyrimidine；7-Benzyl-4-chloro-5,6,7,8-tetrahydro-1,3,7-triazanaphthalene；7-benzyl-4-chloro-6,8-dihydro-5H-pyrido[3,4-d]pyrimidine
• CAS: 192869-80-0
• 化学式: C₁₄H₁₄ClN₃
• 分子量: 259.738
• InChiKey: ZUDXEFPMOWJJQK-UHFFFAOYSA-N

物化性质

• 沸点：
  396.6±42.0 °C(Predicted)
• 密度：
  1.273±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  | 2-8°C |

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 7-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine
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: 7-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine
CAS number: 192869-80-0

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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: C14H14ClN3
Molecular weight: 259.7

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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.

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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：

  7-苄基-4-氯-5,6,7,8-四氢吡啶并[3,4-d]嘧啶 在 palladium on activated charcoal 、 氢气 、 三乙胺 作用下， 以 N-甲基吡咯烷酮 、 甲醇 、 丙醇 、 乙腈 为溶剂， 80.0 ℃ 、275.8 kPa 条件下， 反应 24.0h， 生成 6,7-dimethoxy-2-(4-morpholin-4-yl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidin-7-yl)-3H-quinazolin-4-one
  参考文献：
  名称：

  Process Development and Scale-up of a Selective α₁-Adrenoceptor Antagonist

  摘要：

  A synthetic route to a potent and selective a-l-adrenergic receptor antagonist has been developed and demonstrated in a pilot plant. The route has been used in two pilot plant campaigns and has produced RO3203546 in 2.3 and 12.0 kg batch sizes. The first pilot plant campaign focused primarily on the end-game of the process with particular emphasis on the development of a method to isolate the active pharmaceutical ingredient (API). The second pilot plant campaign allowed front-end process improvements to be demonstrated. The reiterative process improvements resulted in an economical process with improved throughput and product quality when compared to the original discovery synthesis.

  DOI：

  10.1021/op0498114
• 作为产物：
  描述：

  7-苄基-5,6,7,8-四氢吡啶并[3,4-d]嘧啶-4(4aH)-酮 在 三氯氧磷 作用下， 反应 5.0h， 以75%的产率得到7-苄基-4-氯-5,6,7,8-四氢吡啶并[3,4-d]嘧啶
  参考文献：
  名称：

  具有生物活性的5,6,7,8-四氢吡啶并[3,4-d] 嘧啶化合物及其制备方法和应用

  摘要：

  本发明公开了一种具有生物活性的5,6,7,8‑四氢吡啶并[3,4‑d]嘧啶化合物及其制备方法和应用，属于具有抗肿瘤活性的化合物的合成技术领域。本发明的技术方案要点为：具有生物活性的5,6,7,8‑四氢吡啶并[3,4‑d]嘧啶化合物，具有如下结构：，其中R1为乙基甲酸酯基、乙胺甲基、甲胺甲酰基、二甲胺基甲酰基、吡啶‑3‑亚甲基胺基甲酰基、哌啶甲酰基或苯胺基甲酰基，R2为氢或苄基。本发明还公开了该具有生物活性的5,6,7,8‑四氢吡啶并[3,4‑d]嘧啶化合物的制备方法及其在制备抗乳腺肿瘤药物中的应用。本发明的制备过程工艺简单，易于控制，目标产物收率高且重复性好，制得的具有抗肿瘤活性的5,6,7,8‑四氢吡啶并[3,4‑d]嘧啶化合物均对乳腺癌细胞MCF‑7具有一定的抑制作用。

  公开号：

  CN104910158B

文献信息

• Antagonists to the vanilloid receptor subtype 1 (VR1) and uses thereof
  申请人：Lee Chih-Hung

  公开号：US20060128710A1

  公开（公告）日：2006-06-15

  Compounds having formula (I) or formula (II) or a pharmaceutically acceptable salt, prodrug, or salt of a prodrug thereof, wherein A, N, X, Y, R 1 , R 2 and R 3 are as defined in the specification. These compounds are particularly useful in the treatment of pain, inflammatory hyperalgesia, and urinary dysfunctions, such as bladder overactivity and urinary incontinence.

  具有化学式（I）或化学式（II）的化合物 或其药用可接受的盐、前药或前药的盐，其中A、N、X、Y、R 1 、R 2 和R 3 如规范中所定义。这些化合物在治疗疼痛、炎症性过敏和尿液功能障碍方面特别有用，如膀胱过度活动和尿失禁。
• Bicycloheteroarylamine compounds as ion channel ligands and uses thereof
  申请人：Kelly G. Michael

  公开号：US20050277643A1

  公开（公告）日：2005-12-15

  Amine compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, traumatic injury, and others.

  抗氨化合物的公开披露，其化学式如下所示： 这些化合物可以制备成药物组合物，并可用于预防和治疗包括人类在内的哺乳动物的各种疾病，例如疼痛、炎症、创伤等。
• [EN] DIKETOPIPERIDINE DERIVATIVES AS HIV ATTACHMENT INHIBITORS<br/>[FR] DÉRIVÉS DE LA DICÉTOPIPÉRIDINE UTILISÉS COMME INHIBITEURS DE FIXATION DU VIH
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2009158396A1

  公开（公告）日：2009-12-30

  Compounds having drug and bio-affecting properties, their pharmaceutical compositions and methods of use are set forth. In particular, diketopiperidine derivatives that possess unique antiviral activity are provided. These compounds are useful for the treatment of HIV and AIDS.

  具有药物和生物影响特性的化合物，其药物组合物和使用方法已经列出。具体来说，提供了具有独特抗病毒活性的二酮哌啶衍生物。这些化合物对治疗艾滋病毒和艾滋病非常有用。
• [EN] BICYCLOHETEROARYLAMINE COMPOUNDS AS ION CHANNEL LIGANDS AND USES THEREOF<br/>[FR] COMPOSES BICYCLOHETEROARYLAMINE COMME LIGANDS DE CANAUX IONIQUES ET UTILISATIONS DESDITS COMPOSES
  申请人：RENOVIS INC

  公开号：WO2005066171A1

  公开（公告）日：2005-07-21

  Amine compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, traumatic injury, and others.

  抗氨化合物的公开披露，其化学式如下所示：这些化合物可以制备成药物组合物，并可用于预防和治疗包括人类在内的哺乳动物的各种疾病，例如疼痛、炎症、创伤等。
• Hedgehog pathway modulators
  申请人：Cheng Dai

  公开号：US09216964B2

  公开（公告）日：2015-12-22

  The invention provides a method, compounds and compositions for modulating the activity of the hedgehog signaling pathway. In particular, the invention provides a method for inhibiting aberrant growth states resulting from phenotypes such as Ptc loss-of-function, hedgehog gain-of-function, smoothened gain-of-function or Gli gain-of-function, comprising contacting a cell with a sufficient amount of a compound of Formula (I).

  这项发明提供了一种调节刺猬信号通路活性的方法、化合物和组合物。具体而言，该发明提供了一种抑制由于Ptc功能丧失、刺猬功能增强、smoothened功能增强或Gli功能增强等表型导致的异常生长状态的方法，包括将细胞与式(I)化合物的足够量接触。