Alpha-甲基-DL-色氨酸甲酯 | 114524-80-0

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 色氨酸类衍生物
• 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: Alpha-甲基-DL-色氨酸甲酯
• 中文别名: 2-氨基-3-(1H-吲哚-3-基)-2-甲基丙酸甲酯；Α-甲基-DL-色氨酸甲酯；甲基二氨基-3-(氢-吲哚-3基)-2-甲基羧酸
• 英文名称: methyl 2-(indol-3-ylmethyl)-2-aminopropionate
• 英文别名: DL-α-methyltryptophan methyl ester；α-methyltryptophan methyl ester；2-amino-3-(1H-indol-3-yl)-2-methyl-propionic acid methyl ester；methyl 2-amino-3-(1H-indol-3-yl)-2-methylpropanoate
• CAS: 114524-80-0
• 化学式: C₁₃H₁₆N₂O₂
• 分子量: 232.282
• InChiKey: RCUNGDZWHFRBBP-UHFFFAOYSA-N

物化性质

• 熔点：
  139-142
• 沸点：
  394.3±27.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿、DMSO、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  68.1
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34

SDS

Name:	Methyl 2-amino-3-(1h-indol-3-yl)-2-methylpropanoate 97% Material Safety Data Sheet
Synonym:	Methyl 2-amino-3-(1H-indol-3-yl)-2-methylpropionat
CAS:	114524-80-0

Section 1 - Chemical Product MSDS Name:Methyl 2-amino-3-(1h-indol-3-yl)-2-methylpropanoate 97% Material Safety Data Sheet
Synonym:Methyl 2-amino-3-(1H-indol-3-yl)-2-methylpropionat

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
114524-80-0	Methyl 2-amino-3-(1H-indol-3-yl)-2-met	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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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 immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately. Wash mouth out with water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
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 foam, dry chemical, or carbon dioxide.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

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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# 114524-80-0: 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: Solid
Color: tan
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 139 - 142 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: C13H16N2O2
Molecular Weight: 232

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, acids, acid chlorides.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, acrid smoke and fumes, ammonia.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 114524-80-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methyl 2-amino-3-(1H-indol-3-yl)-2-methylpropanoate - 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: AMINES, SOLID, CORROSIVE, N.O.S.*
Hazard Class: 8
UN Number: 3259
Packing Group: III
IMO
Shipping Name: AMINES, SOLID, CORROSIVE, N.O.S.
Hazard Class: 8
UN Number: 3259
Packing Group: III
RID/ADR
Shipping Name: AMINES, SOLID, CORROSIVE, N.O.S.
Hazard Class: 8
UN Number: 3259
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
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.
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# 114524-80-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 114524-80-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 114524-80-0 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：

  Alpha-甲基-DL-色氨酸甲酯 在 氯化亚砜 、 α-chymotrypsin 作用下， 以 水 为溶剂， 反应 40.0h， 生成 L-α-methyl-tryptophan methyl ester
  参考文献：
  名称：

  Resolution of α-methyl amino esters by chymotrypsin

  摘要：

  DOI：

  10.1016/s0040-4039(00)87608-x
• 作为产物：
  描述：

  N_b-benzylidene-L-tryptophan methyl ester 在 盐酸 、 lithium diisopropyl amide 作用下， 反应 1.5h， 生成 Alpha-甲基-DL-色氨酸甲酯
  参考文献：
  名称：

  Brana, Miguel F.; Garrido, Mercedes; Rodriguez, Maria L. Lopez, Heterocycles, 1987, vol. 26, # 8, p. 2139 - 2151

  摘要：

  DOI：

文献信息

• Rationally designed "dipeptoid" analogs of CCK. .alpha.-Methyltryptophan derivatives as highly selective and orally active gastrin and CCK-B antagonists with potent anxiolytic properties
  作者：David C. Horwell、John Hughes、John C. Hunter、Martyn C. Pritchard、Reginald S. Richardson、Edward Roberts、Geoffrey N. Woodruff

  DOI：10.1021/jm00105a062

  日期：1991.1

  This paper describes the synthesis and structure-activity relationships (SAR) leading to the first rational design of "dipeptoid" analogues of the neuropeptide cholecystokinin (CCK). Compounds [R-(R*,S*)]-4-[2-[3-(1H-indol-3-yl)-2-methyl-1-oxo-2-[(tricyclo [3.3.1.1(3,7)]dec-2-yloxy)carbonyl]amino]propyl]amino]-3- phenylpropyl]-amino]-4-oxo-2-butenoic acid, [R-(R*,R*)]-4-[2-[3-(1H-indol-3-yl)-2-met

  本文介绍了合成和结构-活性关系（SAR），从而导致了神经肽胆囊收缩素（CCK）的“二肽”类似物的第一个合理设计。化合物[R-（R *，S *）]-4- [2- [3-（1H-吲哚-3-基）-2-甲基-1-氧代-2-[（三环[3.3.1.1（3 ，7）]癸-2-基氧基）羰基]氨基]丙基]氨基] -3-苯基丙基]-氨基] -4-氧代-2-丁烯酸，[R-（R *，R *）]-4- [2- [3-（1H-吲哚-3-基）-2-甲基-1-氧-2-（[三环[3.3.1.1（3,7）]癸-2-氧）羰基]氨基]丙基]氨基] -1-苯乙基]氨基] -4-氧代-2-丁烯酸和[R-（R *，R *）]-4- [2- [3-（1H-吲哚-3-基） -2-甲基-1-氧代-2-[（（三环[3.3.1.1（3,7）]癸-2-基氧基）羰基]氨基]丙基]氨基] -1-苯基乙基]氨基] -4-氧代丁酸（29d）的CCK-B结合亲和力IC50
• 2-substituted-[2-substituted-amino]-N-arylalkyl-3-[indol-3-yl]
  申请人：Warner-Lambert Company

  公开号：US04757151A1

  公开（公告）日：1988-07-12

  Certain 2-substituted-[2-substituted-amino]-N-arylalkyl-3-[indol-3-yl]propanamides demonstrate activity as appetite suppressants. The compounds, pharmaceutical compositions, and a method of suppressing appetite are disclosed.

  某些2-取代-[2-取代氨基]-N-芳基烷基-3-[吲哚-3-基]丙酰胺表现出作为食欲抑制剂的活性。该化合物、药物组合物和抑制食欲的方法已被披露。
• Alpha-alkyl substituted N-acyltryptophanols
  申请人：Bayer Schering Pharma Aktiengesellschaft

  公开号：EP2025669A1

  公开（公告）日：2009-02-18

  The present invention relates to α-alkyl substituted N-acyltryptophanols of the formula I in which R1, R2, R3, R4, R5, R6, Q, X and W have the meaning as defined in the description. The compounds according to the invention are effective FSH antagonists and can be used for example for fertility control in men or in women, or for the prevention and/or treatment of osteoporosis.

  本发明涉及式I的α-烷基取代的N-酰基色氨酸醇，其中R1、R2、R3、R4、R5、R6、Q、X和W的含义如描述中所定义。本发明的化合物是有效的FSH拮抗剂，例如可用于男性或女性的生育控制，或用于骨质疏松的预防和/或治疗。
• [EN] BENZOTHIENOPYRIDINES FOR USE AS INHIBITORS OF EG5 KINESIN<br/>[FR] BENZOTHIENOPYRIDINES DESTINEES A ETRE UTILISEES EN TANT QU'INHIBITEURS DE LA KINESINE EG5
  申请人：ALTANA PHARMA AG

  公开号：WO2006018435A1

  公开（公告）日：2006-02-23

  Compounds of a certain formula I, in which R1, R2, R3, R4 and X have the meanings indicated in the description, are novel effective compounds with Eg5 inhibitory, anti-proliferative and/or apoptosis inducing activity.

  具有特定化学式I的化合物，其中R1、R2、R3、R4和X具有描述中指示的含义，是具有Eg5抑制、抗增殖和/或诱导凋亡活性的新型有效化合物。
• Process for the preparation of alpha-dimethylaminomethyl-tryptophan methyl ester
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP1127875A1

  公开（公告）日：2001-08-29

  The invention is concerned with a process for the preparation of α-dimethylaminomethyltryptophan methyl ester, wherein (S)-2-benzylidene-amino)-3-(1H-indol-3-yl)-propionic acid methyl ester is reacted with 1-dimethylaminomethylbenzotriazole to give racemic α-dimethylaminomethyltryptophan methyl ester.

  本发明涉及一种制备α-二甲氨基甲基色氨酸甲酯的过程，其中反应(S)-2-苯甲醛基氨基)-3-(1H-吲哚-3-基)-丙酸甲酯和1-二甲氨基甲基苯并三唑，以得到外消旋的α-二甲氨基甲基色氨酸甲酯。