N-乙酰基-S-苯基-L-甲基半胱氨酸酉酯 | 77549-14-5

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 半胱氨酸类衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-乙酰基-S-苯基-L-甲基半胱氨酸酉酯
• 中文别名: N-乙酰基-s-苄基-l-半胱氨酸甲酯
• 英文名称: (+)-2-acetamido-3-benzylthiopropanoic acid methyl ester
• 英文别名: (+)-N-acetyl-S-benzyl-L-cysteine methyl ester；Ac-L-Cys(Bzl)-OMe；N-acetyl-S-benzyl-L-cysteine methyl ester；N-Acetyl-S-benzyl-L-cystein-methylester；N-Acetyl-S-benzyl-L-cysteine methyl ester；methyl (2R)-2-acetamido-3-benzylsulfanylpropanoate
• CAS: 77549-14-5
• 化学式: C₁₃H₁₇NO₃S
• mdl: MFCD00066899
• 分子量: 267.349
• InChiKey: NELLUUAGFXJBKY-LBPRGKRZSA-N

物化性质

• 熔点：
  67-73 °C
• 密度：
  1.2230 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2930909090

SDS

Name:	N-Acetyl-S-benzyl-L-cysteine methyl ester Material Safety Data Sheet
Synonym:
CAS:	77549-14-5

Section 1 - Chemical Product MSDS Name:N-Acetyl-S-benzyl-L-cysteine methyl ester Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
77549-14-5	N-Acetyl-S-benzyl-L-cysteine methyl es	100.0	unlisted

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.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
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 immediately.
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:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid immediately.
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 or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. 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. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep refrigerated. (Store below 4C/39F.)

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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# 77549-14-5: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: White - Fine Crystalline Powder
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 67-73 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: C13H17NO3S
Molecular Weight: 267.33

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 77549-14-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-Acetyl-S-benzyl-L-cysteine methyl ester - 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# 77549-14-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 77549-14-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 77549-14-5 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

反应信息

• 作为反应物：
  描述：

  N-乙酰基-S-苯基-L-甲基半胱氨酸酉酯 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到(R)-2-Acetylamino-3-phenylmethanesulfinyl-propionic acid methyl ester
  参考文献：
  名称：

  Diastereoselective oxidation of mercapturates to mercapturate sulfoxides

  摘要：

  An efficient and highly diastereoselective synthesis of mercapturate sulfoxides 2 based on the substrate contorolled asymmetric S-oxidation has been accomplished. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00157-6
• 作为产物：
  描述：

  S-苄基-(L)-半胱氨酸甲酯 、 1-acetoxyphenoxathiin 以 二甲基亚砜 为溶剂， 生成 N-乙酰基-S-苯基-L-甲基半胱氨酸酉酯
  参考文献：
  名称：

  Templates for intramolecular O,N-acyl transfer via cyclic intermediates derived from mercury derivatives of L-cysteine: progress toward a mercury-based thiol capture strategy

  摘要：

  DOI：

  10.1021/jo00277a022

文献信息

• Substituted pyrazoles as p38 kinase inhibitors
  申请人：Naraian S. Ashok

  公开号：US20070078146A1

  公开（公告）日：2007-04-05

  A class of pyrazole derivatives is described for use in treating p38 kinase medicated disorders. Compounds of particular interest are defined by Formula IA wherein R 1 , R 2 , R 3 and R 4 are as described in the specification.

  描述了一类吡唑衍生物，用于治疗p38激酶介导的疾病。特别感兴趣的化合物由公式IA定义，其中R1、R2、R3和R4如规范中所述。
• Regioselectivity of ring-opening reactions of optically active N-acetyl-2-methoxycarbonylaziridine
  作者：Maria Bucciarelli、Arrigo Forni、Irene Moretti、Fabio Prati、Giovanni Torre

  DOI：10.1016/0957-4166(95)00270-y

  日期：1995.8

  (S)-(-)-N-acetyl-2-methoxycarbonylaziridine 1 undergoes easy ring-opening by Bronsted acids or nucleophiles in the presence of a Lewis acid catalyst. The regioselectivity is not always exclusive, affording optically active alpha- and beta-aminoacids.
• The α-Chymotrypsin-catalyzed Hydrolysis of Acetyl-, Chloroacetyl- and Benzoyl-L-valine Methyl Ester¹
  作者：Thomas H. Applewhite、Hal Waite、Carl Niemann

  DOI：10.1021/ja01539a047

  日期：1958.3
• Highly enantioselective amide ligation by prior thiol capture
  作者：D.S. Kemp、David R. Buckler

  DOI：10.1016/0040-4039(91)80674-u

  日期：1991.6

  The mixed disulfides from (R,S)-1-(Cbz-L-alanyloxy)-9-mercapto-phenoxathiin-10-sulfoxide and H-L-Cys-OMe undergo O,N-acyl transfer in DMSO at 23-degrees-C with rate constants of 7.0 h-1 and 0.048 h-1, and a rate ratio of 146; EM values of 0.2 M and 0.0015 M.
• Peptide synthesis by prior thiol capture. 2. Design of templates for intramolecular O,N-acyl transfer. 4,6-Disubstituted dibenzofurans as optimal spacing elements
  作者：D. S. Kemp、Nicholas G. Galakatos、Benjamin Bowen、Kenneth Tan

  DOI：10.1021/jo00360a033

  日期：1986.5