N-苄氧羰基甘氨酰胺 | 949-90-6

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - Cbz-氨基酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-苄氧羰基甘氨酰胺
• 中文别名: Cbz-甘氨酰胺；Z-甘氨酰胺
• 英文名称: N-(carbobenzyloxy)glycinamide
• 英文别名: benzyl (2-amino-2-oxoethyl)carbamate；Z-Gly-NH2；Cbz-GlyNH2；N-Cbz-glycinamide；benzyloxycarbonyl-glycinamide；Carbobenzoxyglycinamide；benzyl N-(2-amino-2-oxoethyl)carbamate
• CAS: 949-90-6
• 化学式: C₁₀H₁₂N₂O₃
• mdl: MFCD00042825
• 分子量: 208.217
• InChiKey: HQYMUNCIMNFLDT-UHFFFAOYSA-N

物化性质

• 熔点：
  136-139 °C
• 沸点：
  447.1±38.0 °C(Predicted)
• 密度：
  1.236±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 危险品运输编号：
  NONH for all modes of transport
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储于室温下。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Z-Gly-NH2
CAS-No. : 949-90-6
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : Z-glycinamide
Formula : C10H12N2O3
Molecular Weight : 208,21 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: powder
Colour: beige
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 136 - 139 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  N-苄氧羰基甘氨酰胺 在 吡啶 、 对甲苯磺酰氯 作用下， 生成 Benzyloxycarbonyl-imidoglycyl-L-alanin
  参考文献：
  名称：

  异常氨基酸及其肽的研究。七、亚氨基肽的合成与反应

  摘要：

  作为bottromycin合成的基础研究，研究了亚氨基二肽的合成和反应。根据 Ried 等人的方法，通过 Z-氨基甲亚氨酸乙酯与氨基酸的缩合反应制备了九个 N-苄氧羰基（Z）亚氨基二肽。所有的亚胺酯均由相应的腈类制备，并且通过 Suydam 等人的方法从 Z-脯氨酸硫代酰胺中成功获得了 NZ-2-吡咯烷甲亚胺酸乙酯 (IIIf)。尽管 Z-（亚氨基脯氨酰）甘氨酸很容易脱保护或酯化，但它的 C 末端不能延长，因为它可能环化成咪唑酮环。通过将羧基置于分子中远离亚氨基的位置，可以避免这种副反应；即，亚胺酯 (IIIf) 可以与甲基甘氨酰苯丙氨酸酯偶联，

  DOI：

  10.1246/bcsj.50.1088
• 作为产物：
  描述：

  1,4-bis-chloroacetyl-piperazine-2,5-dione 在 氨 作用下， 生成 N-苄氧羰基甘氨酰胺
  参考文献：
  名称：

  Lerman; Gawrilow, Zhurnal Obshchei Khimii, 1941, vol. 11, p. 127,131

  摘要：

  DOI：

文献信息

• A new approach to peptide synthesis
  作者：Christopher J. Moody、Elizabeth Swann、Christopher J. Moody、Leigh Ferris、David Haigh

  DOI：10.1039/a706658i

  日期：——

  A new approach to the synthesis of dipeptides is described based on the formation of the NHCHR1CONH–CHR2CO bond by carbenoid N–H insertion, rather than the formation of the peptide bond itself.

  基于卡宾氮–氢插入形成NHCHR1CONH–CHR2CO键，而非肽键本身形成的新方法，被描述用于二肽的合成。
• Activation of carboxylic acids by pyrocarbonates. Application of di-tert-butyl pyrocarbonate as condensing reagent in the synthesis of amides of protected amino acids and peptides
  作者：Vladimir F. Pozdnev

  DOI：10.1016/0040-4039(95)01412-b

  日期：1995.9

  Amides formation from protected amino acids and peptides was achieved in an easy and convenient one-pot procedure using di-tert-butyl pyrocarbonate as activating agent in the presence of pyridine and ammonium hydrogencarbonate. The method gave good yields and did not induce racemization during the amidation of urethane protected amino acids.

  在吡啶和碳酸氢铵存在下，使用焦碳酸二叔丁酯作为活化剂，通过一种简便的一锅法，可以从受保护的氨基酸和肽形成酰胺。该方法在氨基甲酸酯保护的氨基酸的酰胺化过程中获得了良好的收率并且没有引起外消旋作用。
• Microstructural investigation of four kinds of γ′–Fe₄N nitrides in ion-nitrided pure iron
  作者：Z. Q. Liu、Z. K. Hei、D. X. Li

  DOI：10.1557/jmr.2002.0380

  日期：2002.10

  Conventional and high-resolution electron microscopies were used to investigate the microstructure and precipitation mechanism of four kinds of γ′–Fe₄N nitrides, formed at the surface during nitriding of polycrystalline pure iron sheet. γ′ nitrides in the top columnar compound layer were thin plates (3–12 nm), which precipitated from ε–Fe₂₋₃N grains with orientation relationship of (111)γ′//(0001)ε and [011]γ′//[1210]ε. Those in the transition compound layer remained as equiaxed grains (1–1.5 μm), which grew from the α–Fe substrate during nitriding. In the diffusion layer, striated γ′ nitrides nucleated from α″–Fe₁₆N₂ nitrides with orientation relationship of (100)γ′// (110)α″ and [011]γ′//[111]α″ while unstriated γ′ nitrides precipitated from the α–Fe substrate with the orientation relationship of (100)γ′//(110)α and [011]γ′//[111]α.

  采用传统电子显微镜和高分辨率电子显微镜研究了多晶纯铁板氮化过程中表面形成的四种γ′-Fe4N氮化物的显微结构和析出机理。顶部柱状化合物层中的γ′氮化物为薄板（3-12 nm），由取向关系为（111）γ′//（0001）ε和[011]γ′//[1210]ε的ε-Fe2-3N晶粒析出。过渡化合物层中的晶粒仍为等轴晶粒（1-1.5 μm），它们是在氮化过程中从α-Fe基底上长出来的。在扩散层中条纹状γ′氮化物由α″-Fe16N2 氮化物成核，取向关系为(100)γ′//(110)α″和[011]γ′//[111]α″。而从α-Fe基底析出的非条状γ′氮化物的取向关系为(100)γ′//(110)α和[011]γ′//[111]α。
• Total synthesis of nosiheptide. Synthesis of thiazole fragments
  作者：Karen Koerber-Plé、Georges Massiot

  DOI：10.1002/jhet.5570320436

  日期：1995.7

  The preparation of three new thiazole derivatives from natural products is described, as well as improvements in the synthesis of ethyl 2-aminomethyl-4-thiazolecarboxylate.

  描述了从天然产物中制备三种新的噻唑衍生物的方法，以及2-氨基甲基-4-噻唑羧酸乙酯的合成方面的改进。
• [EN] SUBSTITUTED 2-AZA-BICYCLO[2.2.1]HEPTANE-3-CARBOXYLIC ACID (BENZYL-CYANO-METHYL)-AMIDES INHIBITORS OF CATHEPSIN C<br/>[FR] (BENZYL-CYANO-MÉTHYL)-AMIDES SUBSTITUÉS DE L'ACIDE 2-AZA-BICYCLO[2.2.1]HEPTANE-3-CARBOXYLIQUE UTILISÉS COMME INHIBITEURS DE LA CATHÉPSINE C
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014140075A1

  公开（公告）日：2014-09-18

  This invention relates to 2-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid (benzyl-cyano-methyl)- amides of formula (1) and their use as inhibitors of Cathepsin C, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of diseases connected with dipeptidyl peptidase I activity, e.g. respiratory diseases.

  本发明涉及2-氮杂-双环[2.2.1]庚烷-3-羧酸（苄基-氰甲基）酰胺的化合物（1）及其作为组织蛋白酶C抑制剂的用途，包含该化合物的药物组合物，以及使用该化合物作为治疗和/或预防与二肽基肽酶I活性相关疾病的方法，例如呼吸系统疾病。