1-(3-丙氧基溴)-2-溴苯 | 37136-84-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-(3-丙氧基溴)-2-溴苯
• 中文别名: 1-溴-2-(3-溴丙氧基)苯；1-(3-溴丙氧基)-2-溴苯
• 英文名称: 1-bromo-2-(3-bromopropoxy)benzene
• 英文别名: 2-bromophenyl 3-bromopropyl ether；3-(o-Bromophenoxy)propyl bromide；(2-bromo-phenyl)-(3-bromo-propyl)-ether；(2-Brom-phenyl)-(3-brom-propyl)-aether
• CAS: 37136-84-8
• 化学式: C₉H₁₀Br₂O
• 分子量: 293.986
• InChiKey: XREHAMWVAOBJBV-UHFFFAOYSA-N

物化性质

• 沸点：
  110-115 °C (2 mmHg)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S37/39
• 危险类别码：
  R22,R36/37/38
• 海关编码：
  2909309090

SDS

Name:	1-(3-Bromopropoxy)-2-bromobenzene Material Safety Data Sheet
Synonym:
CAS:	37136-84-8

Section 1 - Chemical Product MSDS Name:1-(3-Bromopropoxy)-2-bromobenzene Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
37136-84-8	1-(3-Bromopropoxy)-2-bromobenzene		unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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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.
Ingestion:
Get medical aid. 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.
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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
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# 37136-84-8: Personal Protective Equipment Eyes: Not available.
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: Liquid
Color: Not available.
Odor: stench
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 110 - 115 deg C @2mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: >150 deg C
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H10Br2O
Molecular Weight: 293.99

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 37136-84-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-(3-Bromopropoxy)-2-bromobenzene - 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: AVIATION REGULATED LIQUID, N.O.S.*
Hazard Class: 9
UN Number: 3334
Packing Group:
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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 37136-84-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 37136-84-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 37136-84-8 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：

  1-(3-丙氧基溴)-2-溴苯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 以79%的产率得到3,4-二氢-1H-苯并吡喃
  参考文献：
  名称：

  通过碳负离子和过氧化物的分子内反应合成氧杂环

  摘要：

  通过化学选择性金属-杂原子交换或去质子化产生的二烷基过氧化物与碳负离子的分子内反应提供了一种新的环醚方法。该策略与 C-C 键的形成一起应用，可以一步退火形成氧杂螺环。

  DOI：

  10.1021/ja5026276
• 作为产物：
  描述：

  2-溴苯酚 、 1,3-二溴丙烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 8.0h， 生成 1-(3-丙氧基溴)-2-溴苯
  参考文献：
  名称：

  新型二氢-1,3,5-三嗪作为人DHFR抑制剂的设计，合成，对接研究和生物学评估

  摘要：

  在分子对接作用的基础上，设计合成了一系列带有杂原子螺环的二氢-1,3,5-三嗪衍生物，并对其生物学活性进行了评价。化合物A2，A5，B1和B3显示有效的人二氢叶酸还原酶（hDHFR）抑制活性，相对于参考药物甲氨蝶呤（MTX），IC 50值为7.46 nM，3.72 nM，6.46 nM，4.08 nM。从分子对接的结果可以得出结论，由柔性残基Phe31变形产生的构象空间有利于螺环的结合，而将杂原子插入螺环中可能会增加结合亲和力。有24种化合物具有对多种肿瘤细胞系（HCT116，A549，HL-60，HepG2和MDA-MB-231）具有广谱抗增殖活性的化合物50个值，范围从0.79至0.001μM。在人肺泡基底上皮细胞系A549异种移植模型中确定化合物A2的体内抗肿瘤活性。这项研究提供了具有高抑制活性的靶向hDHFR的新型抗癌药，并具有新型分子支架与hDHFR的结合模式。这为进一步开发新型hDHFR抑制剂提供了有力的支持。

  DOI：

  10.1016/j.ejmech.2016.11.010

文献信息

• N-Heterocyclic carbene–chromium-catalyzed alkylative cross-coupling of benzamide derivatives with aliphatic bromides
  作者：Jinghua Tang、Pei Liu、Xiaoming Zeng

  DOI：10.1039/c8cc05026k

  日期：——

  Described here is a chromium-catalyzed alkylative cross-coupling of benzamide derivatives with aliphatic electrophiles under mild conditions. This reaction was promoted by a low-cost and air-stable chromium(III) chloride salt combined with an N-heterocyclic carbene ligand and phenylmagnesium bromide as a reductant, and probably occurred with low-valent chromium involved in the catalytic cleavage of

  这里描述的是在温和条件下苯甲酰胺衍生物与脂肪族亲电子试剂的铬催化烷基化交叉偶联。低成本，空气稳定的氯化铬（III）盐与N-杂环卡宾配体和苯基溴化镁作为还原剂的结合促进了该反应，并且可能发生在低价铬参与邻位催化裂解的过程中苯甲酰胺的-C–H键，然后通过涉及自由基的机理与烷基溴偶联。
• [EN] MACROCYCLIC PAD4 INHIBITORS USEFUL AS IMMUNOSUPPRESSANT<br/>[FR] INHIBITEURS MACROCYCLIQUES DE PAD4 UTILES EN TANT QU'IMMUNOSUPPRESSEURS
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2021158840A1

  公开（公告）日：2021-08-12

  The present invention provides compounds of Formula (I) useful as inhibitors of PAD4, compositions thereof, and methods of treating PAD4-related disorders, (I) wherein ring A, A1, A2, A3, A4, Q, R1, R2, R3, R4, R5, and R6 along with other variables are as defined herein.

  本发明提供了一种化合物，其化学式为（I），用作PAD4的抑制剂，以及其组合物和治疗PAD4相关疾病的方法，其中环A，A1，A2，A3，A4，Q，R1，R2，R3，R4，R5和R6以及其他变量如本文所定义。
• Muscarinic acetylcholine receptor antagonists
  申请人：Laine I. Damane

  公开号：US20070185155A1

  公开（公告）日：2007-08-09

  Muscarinic Acetylcholine Receptor Antagonists and methods of using them are provided.

  提供了肌肽乙酰胆碱受体拮抗剂及其使用方法。
• CYANOACETIC ESTERS, AMINO ACIDS, AND PYRAZOLONES
  作者：Paul A. Boivin、Paul E. Gagnon、Ernest Renaud、William A. Bridgeo

  DOI：10.1139/v52-119

  日期：1952.12.1

  Ethyl α-substituted cyanoacetates were used to prepare hydrazides, azides, urethanes, and dl-α-amino-β-phenylbutyricacid, dl-α-amino-δ-o-bromophenoxyvaleric acid, and dl-α-amino-δ-o, p-dichlorophenoxyvaleric acid. Ethyl mono- and disubstituted cyanoacetates with hydrazine gave hydrazides which were transformed by treatment with sodium hydroxide into 4-α-phenylethyl-, 4-m-ethylphenoxyethyl-, 4-o-bromophenoxypropyl-, 4-o,p-dichlorophenoxypropyl-, 4,4-m-ethylphenoxy-ethyl-, and 4,4-m-methylphenoxypropyl-3-amino-5-pyrazolones. The ultraviolet absorption spectra of the pyrazolones were determined in neutral, acid, and alkaline solutions and their structures established.

  乙基α-取代氰乙酸酯被用来制备肼、偶氮化物、脲醚和dl-α-氨基-β-苯丁酸、dl-α-氨基-δ-邻溴苯氧戊酸以及dl-α-氨基-δ-邻、对-二氯苯氧戊酸。乙基单取代和双取代氰乙酸酯与肼反应生成肼，经过碱处理转化为4-α-苯乙基、4-间甲基苯氧乙基、4-邻溴苯氧丙基、4-邻、对-二氯苯氧丙基、4,4-间甲基苯氧乙基和4,4-间甲基苯氧丙基-3-氨基-5-吡唑酮。对这些吡唑酮在中性、酸性和碱性溶液中的紫外吸收光谱进行了测定，并确定了它们的结构。
• SYNTHESIS OF α-AMINO ACIDS FROM ETHYL CYANOACETATE
  作者：Paul E. Gagnon、Guy Nadeau、Raymond Côté

  DOI：10.1139/v52-071

  日期：1952.8.1

  Monosubstituted cyanoacetic esters, obtained by condensation of 1-bromo-3(s)-phenoxypropanes (s = o-Cl, o-Br, o-I, o-, m-, and p-NO2) or 1-bromo-2(s)-phenoxyethanes (s = o-Cl, o-Br, o-I, and m-NO2) with ethyl cyanoacetate by means of potassium carbonate, were transformed through a Curtius degradation into cyanoacetisocyanates. These compounds by hydrolysis in acid or alkaline medium gave α-amino acids. However

  单取代的氰基乙酸酯，通过 1-bromo-3(s)-phenoxypropanes (s = o-Cl, o-Br, oI, o-, m-, 和 p-NO2) 或 1-bromo-2(s) 缩合获得)-苯氧基乙烷（s = o-Cl、o-Br、oI 和 m-NO2）与氰乙酸乙酯通过碳酸钾，通过 Curtius 降解转化为氰基乙酰异氰酸酯。这些化合物通过在酸性或碱性介质中水解产生α-氨基酸。然而，相应的羧苄氧基或羧乙氧基氨基腈的水解提供了更好的产率。羧苄氧基氨基腈在盐酸水溶液中比羧甲氧基氨基腈更容易水解。此外，干盐酸对羧苄氧基衍生物的温和作用很容易产生α-氨基酸，而对羧甲氧基衍生物进行类似处理则产生了羧甲氧基氨基酸。