喹啉-6-甲醛 | 4113-04-6

• 物质功能分类: 有机原料 - 醛类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 喹啉-6-甲醛
• 中文别名: 6-喹啉甲醛；6-甲醛基喹啉；6-醛基喹啉
• 英文名称: quinoline-6-carbaldehyde
• 英文别名: 6-quinolinecarboxaldehyde；quinoline-6-carboxaldehyde；6-quinolinecarbaldehyde；quinoline-6-aldehyde；6-quinoline formaldehyde
• CAS: 4113-04-6
• 化学式: C₁₀H₇NO
• mdl: MFCD00805836
• 分子量: 157.172
• InChiKey: VUAOIXANWIFYCU-UHFFFAOYSA-N

物化性质

• 熔点：
  74-75°C
• 沸点：
  314.3±15.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 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：
  30
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933499090
• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存放于惰性气体中，避免接触空气。

SDS

Name:	6-Quinolinecarboxaldehyde Material Safety Data Sheet
Synonym:	None Known
CAS:	4113-04-6

Section 1 - Chemical Product MSDS Name:6-Quinolinecarboxaldehyde Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4113-04-6	6-Quinolinecarboxaldehyde	97+%	unlisted

Hazard Symbols: XN
Risk Phrases: 22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed. Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash mouth out with 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:
Treat symptomatically and supportively.

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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 water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 4113-04-6: Personal Protective Equipment Eyes: 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 to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
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: Solid
Color: Off white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 75 - 76 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: C10H7NO
Molecular Weight: 157.17

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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.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases, reducing agents, amines.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4113-04-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
6-Quinolinecarboxaldehyde - 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
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 22 Do not breathe dust.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 4113-04-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 4113-04-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4113-04-6 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

反应信息

• 作为反应物：
  描述：

  喹啉-6-甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以65.8%的产率得到6-羟甲基喹啉
  参考文献：
  名称：

  Lifitegrast 类似物的设计、合成和 LFA-1/ICAM-1 拮抗剂活性评估

  摘要：

  淋巴细胞功能相关抗原 1 (LFA-1) 和细胞间粘附分子-1 (ICAM-1) 之间的相互作用在细胞介导的免疫反应和与干眼病相关的炎症中起重要作用。LFA-1/ICAM-1拮抗剂可用于治疗干眼病，如Lifitegrast于2016年被FDA批准为治疗干眼病的新药。在这项研究中，我们设计并合成了一些与 Lifitegrast 类似的新结构化合物，并通过体外细胞试验和体内小鼠干眼模型评估了它们的生物活性。我们的结果表明，其中一种 Lifitegrast 类似物（化合物1b) 在体外试验中显示出良好的 LFA-1/ICAM-1 拮抗剂活性；同时，显着降低干眼小鼠眼表上皮细胞损伤，增加杯状细胞密度，显着改善干眼小鼠症状。

  DOI：

  10.1007/s00044-022-02851-9
• 作为产物：
  描述：

  6-羟甲基喹啉 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 、 水 为溶剂， 以85%的产率得到喹啉-6-甲醛
  参考文献：
  名称：

  一类新的非肽类 Cruzain 抑制剂的鉴定

  摘要：

  Cruzain 是克氏锥虫的主要半胱氨酸蛋白酶，它是南美锥虫病的病原体，是开发新化疗的有希望的靶点。为了开发有效的 cruzain 非肽抑制剂，使用底物活性筛选 (SAS) 方法筛选最初设计用于靶向同源人蛋白酶组织蛋白酶 S 的蛋白酶底物库。接下来使用基于结构的设计来进一步改进底物通过在 cruzain 的 S3 口袋中引入额外的结合相互作用来提高切割效率。然后通过引入基于半胱氨​​酸蛋白酶机制的药效团将优化的底物转化为抑制剂。抑制剂 38 被确定是可逆的，即使它掺入了乙烯基砜药效团，该药效团已被充分证明可以对肽抑制剂产生不可逆的 cruzain 抑制作用。先前未探索的 β-氯乙烯基砜药效团提供了导致开发有效的不可逆酰基和芳基氧甲基酮 cruzain 抑制剂的机理洞察力。对于这些抑制剂，效力不仅仅取决于离去基团 p K a，2,3,5,6-四氟苯氧基甲基酮 54 被鉴定为最有效的抑制剂之一，其二级失活常数为

  DOI：

  10.1021/ja710254m

文献信息

• Strukturabhängigkeit der antiplasmodischen Wirkung von 3-[N(4′-Amidosulfonyl)-phenyl]-aminomethyl-chinolin
  作者：Frauke Gaedcke、Rosemarie Knorr、Felix Zymalkowski

  DOI：10.1002/ardp.19803130209

  日期：——

  Die Struktur der Titelverbindung 1 ist offenbar ein neues antiplasmodisches Wirkungsprinzip, weil weder die Chinolinkomponente, noch der Sulfonamidanteil, noch die Art der Verknüpfung ohne erhebliche Wirkungseinbuße verändert werden dürfen.

  标题化合物 1 的结构显然是一种新的抗疟原虫作用原理，因为无论是喹啉成分、磺酰胺成分还是键的类型都不能在不显着损失有效性的情况下改变。
• 6-O-carbamate-11,12-lacto-ketolide antimicrobials
  申请人：——

  公开号：US20030125267A1

  公开（公告）日：2003-07-03

  6-O-Carbamate-11,12-lacto-ketolide antimicrobials of the formula: 1 wherein R 1 , R 2 , R 3 R 7 , and R 8 are as described herein and in which the substituents have the meaning indicated in the description. These compounds are useful as antibacterial agents.

  其中R1、R2、R3、R7和R8如本文所述，并且取代基具有描述中指示的含义。这些化合物可用作抗菌剂。
• [EN] 1,4-DISUBSTITUTED PIPERIDINE DERIVATIVES AND THEIR USE AS 11-BETAHSD1 INHIBITORS<br/>[FR] DERIVES DE PIPERIDINE 1,4 DISUBSTITUEE ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE 11-BETAHSD1
  申请人：ASTRAZENECA AB

  公开号：WO2004033427A1

  公开（公告）日：2004-04-22

  The use of a compound of formula (I) in the manufacture of a medicament for use in the inhibition of 11βHSD1 is described.

  使用式(I)的化合物制造用于抑制11βHSD1的药物。
• [EN] PIPERIDINETRIOL DERIVATIVES AS INHIBITORS OF GLYCOSYLCERAMIDE SYNTHASE<br/>[FR] UTILISATION DE DERIVES DU PIPERIDINETRIOL EN TANT QU'INHIBITEURS DE LA GLYCOSYLCERAMIDE SYNTHASE
  申请人：OXFORD GLYCOSCIENCES UK LTD

  公开号：WO2004007453A1

  公开（公告）日：2004-01-22

  Compounds of formula (I): wherein R represents various substituent groups, are useful as inhibitors of glucosylceramide synthase.

  式（I）的化合物：其中R代表各种取代基团，可用作葡萄糖酰胺合成酶的抑制剂。
• Antagonists of melanin concentrating hormone effects on the melanin concentrating hormone receptor
  申请人：Lynch K. John

  公开号：US20050209274A1

  公开（公告）日：2005-09-22

  The present invention is directed to compounds of formula (I), which antagonize of the effects of melanin-concentrating hormone (MCH) through the melanin concentrating hormone receptor which is useful for the prevention or treatment of eating disorders, weight gain, obesity, abnormalities in reproduction and sexual behavior, thyroid hormone secretion, diuresis and water/electrolyte homeostasis, sensory processing, memory, sleeping, arousal, anxiety, depression, seizures, neurodegeneration and psychiatric disorders.

  本发明涉及式(I)的化合物，通过对抗黑素浓集激素（MCH）的作用，通过对抗黑素浓集激素受体，有助于预防或治疗进食障碍、体重增加、肥胖、生殖和性行为异常、甲状腺激素分泌、利尿和水/电解质稳态、感觉处理、记忆、睡眠、觉醒、焦虑、抑郁、癫痫、神经退行性疾病和精神障碍。