1H-吲唑-7-甲醛 | 312746-72-8

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 1H-吲唑-7-甲醛
• 中文别名: 7-醛基吲唑
• 英文名称: 1H-indazole-7-carbaldehyde
• CAS: 312746-72-8
• 化学式: C₈H₆N₂O
• mdl: MFCD06738281
• 分子量: 146.148
• InChiKey: WSCAEUWXSVHQJM-UHFFFAOYSA-N

物化性质

• 沸点：
  358.3±15.0 °C(Predicted)
• 密度：
  1.368±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 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：
  45.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1H-Indazole-7-carbaldehyde
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: 1H-Indazole-7-carbaldehyde
CAS number: 312746-72-8

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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.
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: C8H6N2O
Molecular weight: 146.1

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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.

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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

制备方法与用途

1H-吲唑-7-甲醛是一种杂环衍生物，可用作有机中间体。

其制备方法如下：首先从1H-吲唑-7-甲酸还原得到1H-吲唑-7-甲醇，再进一步氧化即可获得1H-吲唑-7-甲醛。

反应信息

• 作为反应物：
  描述：

  1H-吲唑-7-甲醛 在 (S)-2-(((叔丁基二甲基甲硅烷基)氧基)二苯基甲基)吡咯烷 、 苯甲酸 作用下， 以 氯仿 、 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  Enantioselective Construction of Polycyclic Indazole Skeletons Bearing Five Consecutive Chiral Centers through an Asymmetric Triple-Reaction Sequence

  摘要：

  DOI：

  10.1021/acs.orglett.1c01559
• 作为产物：
  描述：

  7-羧基-1H-吲唑 在 manganese(IV) oxide 、 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 1H-吲唑-7-甲醛
  参考文献：
  名称：

  WO2020097389A5

  摘要：

  公开号：

  WO2020097389A5

文献信息

• [EN] TRICYCLIC BENZOPYRAN COMPOUND AS ANTI-ARRHYTHMIC AGENTS<br/>[FR] COMPOSE DE BENZOPYRANNE TRICYCLIQUE EN TANT QU'AGENTS ANTI-ARRYTHMIQUES
  申请人：NISSAN CHEMICAL IND LTD

  公开号：WO2005090357A1

  公开（公告）日：2005-09-29

  This invention relates to benzopyran derivatives of formula (I) or (II), or pharmaceutically acceptable salts thereof wherein R1 and R2 are independently of each other hydrogen atom, C1-6alkyl group or C6-14aryl group, R3 is hydrogen atom or C1-6alkylcarbonyloxy group, or together with R4 forms a bond, R4 is hydrogen atom, or together with R3 forms a bond, m is an integer of 0 to 4, n is an integer of 0 to 4, V is a single bond, CR7R8, NR9, O, S, SO or SO2, R5 is hydrogen atom or C1-6alkyl group, R6 is hydrogen atom, C1-6alkyl group, C3-8cycloalkyl group, C3-8cycloalkenyl group, amino group, C1-6alkylamino group, di-C1-6alkylamino group, C6-14arylamino group, C2-9heteroarylamino group, C6-14aryl group, C2-9heteroaryl group or C2-9heterocyclyl group, A is 5-, 6- or 7-member ring fused with benzene ring, as constituent atom of the ring, oxygen atom, nitrogen atom or sulfur atom may be contained in the number of 1 to 3 alone or in a combination thereof, the number of unsaturated bond in the ring is 1, 2 or 3 including an unsaturated bond of the benzene ring to be fused, carbon atoms constituting the ring may be carbonyl or thiocarbonyl. These compounds are useful as an anti-arrhythmic agent.

  本发明涉及公式（I）或（II）的苯并吡喁衍生物，或其药学上可接受的盐，其中R1和R2分别是氢原子、C1-6烷基或C6-14芳基，R3是氢原子或C1-6烷基羰氧基，或与R4一起形成键，R4是氢原子，或与R3一起形成键，m是0到4的整数，n是0到4的整数，V是单键，CR7R8，NR9，O，S，SO或SO2，R5是氢原子或C1-6烷基，R6是氢原子，C1-6烷基，C3-8环烷基，C3-8环烯基，氨基，C1-6烷基氨基，二C1-6烷基氨基，C6-14芳基氨基，C2-9杂芳基氨基，C6-14芳基，C2-9杂芳基或C2-9杂环烷基，A是与苯环融合的5、6或7成员环，作为环的组成原子，氧原子、氮原子或硫原子可以单独或组合地包含在其中，环中的不饱和键数为1、2或3，包括与苯环融合的不饱和键，构成环的碳原子可以是羰基或硫代羰基。这些化合物可用作抗心律失常药物。
• Localized pH Pulses in PBS Buffer Repeatedly Induced by Visible Light
  作者：Adnan Elgattar、Nawodi Abeyrathna、Yi Liao

  DOI：10.1021/acs.jpcb.8b11677

  日期：2019.1.24

  resulted in a pH pulse generated by moderate visible-light irradiation. The magnitude of the pulse is 1.4–1.9 units with maximum pH change occurring after ∼18 s of the irradiation. Since the mPAH is a reversible photoacid, the pH pulse could be repeatedly generated after the photoacid recovered in the dark. This work shows that photochemical modulation of pH is possible even in buffered solutions.

  生物系统的pH值对于酶的活性很重要，而异常的细胞pH值与许多疾病有关。用光对pH进行时空调节对于研究pH对酶功能和疾病机理的作用将是有用的，并且可能导致新的药物递送和治疗方法。但是，生物系统的pH值是由pH缓冲液维持的，这意味着在开放系统中只能诱导暂时的pH值变化（pH脉冲）。一个关键的基本问题是光致pH脉冲是否足够强且足够长以产生显着效果。在这项工作中，已经证明了在PBS缓冲液中的微米级亲水膜中发生了光诱导的pH脉冲。薄膜由亚稳态光酸（mPAH）聚合物制成。这是一个开放系统，允许质子交换。质子从mPAH中快速释放，膜与PBS之间发生质子交换，导致适度可见光照射产生pH脉冲。脉冲的大小为1.4-1.9个单位，在照射约18 s后发生最大pH值变化。由于mPAH是可逆的光酸，因此在黑暗中恢复光酸后，pH脉冲可能会重复产生。这项工作表明，即使在缓冲溶液中，也可以对pH值进行光化学调节。在黑暗中恢
• Asymmetric Synthesis of Fused Polycyclic Indazoles through Aminocatalyzed Aza-Michael Addition/Intramolecular Cyclization
  作者：Maxime Giardinetti、Jérôme Marrot、Xavier Moreau、Vincent Coeffard、Christine Greck

  DOI：10.1021/acs.joc.6b01201

  日期：2016.8.5

  The first example of an asymmetric aminocatalyzed aza-Michael addition of 1H-indazole derivatives to α,β-unsaturated aldehydes is described. The iminium/enamine cascade process lies at the heart of our strategy, leading to enantioenriched fused polycyclic indazole architectures. Variations on both the α,β-unsaturated aldehydes and the indazole-7-carbaldehyde heterocycles were studied in order to broaden

  描述了1 H-吲唑衍生物向α，β-不饱和醛的不对称氨基催化的氮杂-迈克尔加成的第一个例子。亚胺盐/烯胺级联过程是我们策略的核心，可导致对映体富集的稠合多环吲唑结构。研究了α，β-不饱和醛和吲唑-7-甲醛的杂环的变化，以在合成上令人感兴趣的方向上拓宽了转化的范围。稠合的多环吲唑具有荧光性质，可以进行合成转化。
• [EN] PYRAZOLO[4,3-D]PYRIMIDINES AS KINASE INHIBITORS<br/>[FR] PYRAZOLO[4,3-D]PYRIMIDINES UTILES EN TANT QU'INHIBITEURS DE KINASES
  申请人：ORIGENIS GMBH

  公开号：WO2014060112A1

  公开（公告）日：2014-04-24

  The present invention relates to novel compounds of formula (I) that are capable of inhibiting one or more kinases, especially SYK (Spleen Tyrosine Kinase), LRRK2 (Leucine-rich repeat kinase 2) and/or MYLK (Myosin light chain kinase) or mutants thereof. The compounds find applications in the treatment of a variety of diseases. These diseases include autoimmune diseases, inflammatory diseases, bone diseases, metabolic diseases, neurological and neurodegenerative diseases, cancer, cardiovascular diseases, allergies, asthma, alzheimer's disease, parkinson's disease, skin disorders, eye diseases, infectious diseases and hormone-related diseases.

  本发明涉及具有式（I）的新化合物，其能够抑制一个或多个激酶，特别是SYK（脾酪氨酸激酶）、LRRK2（富含亮氨酸重复的激酶2）和/或MYLK（肌球蛋白轻链激酶）或其突变体。这些化合物可用于治疗多种疾病。这些疾病包括自身免疫疾病、炎症性疾病、骨疾病、代谢性疾病、神经和神经退行性疾病、癌症、心血管疾病、过敏、哮喘、阿尔茨海默病、帕金森病、皮肤疾病、眼部疾病、传染病和激素相关疾病。
• [EN] HETEROCYCLIC COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ET UTILISATIONS ASSOCIÉES
  申请人：INCYTE CORP

  公开号：WO2017030938A1

  公开（公告）日：2017-02-23

  The present disclosure relates to heterocyclic compounds, and pharmaceutical compositions of the same, that are modulators/inhibitors of HDACs, such as HDAC8 and are useful in the treatment of HDAC-associated diseases.

  本公开涉及杂环化合物和其制药组合物，它们是HDACs（如HDAC8）的调节剂/抑制剂，并且在治疗与HDAC相关的疾病方面非常有用。