3-(1-萘基)-L-丙氨酸盐酸盐 | 122745-10-2

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 丙氨酸类衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 3-(1-萘基)-L-丙氨酸盐酸盐
• 中文别名: 3-(1-萘)-L-丙氨酸盐酸盐；(S)-α-氨基-1-萘基-丙酸盐酸盐
• 英文名称: L-3-(naphthalen-1-yl)alanine hydrochloride
• 英文别名: (S)-3-(1-naphthyl)alanine hydrochloride；α-L-naphthylalanine hydrochloride；3-(1-naphthyl)alanine hydrochloride；L-1-naphthyl-Ala-OH*HCl；(S)-2-Amino-3-(naphthalen-1-yl)propanoic acid hydrochloride；(2S)-2-amino-3-naphthalen-1-ylpropanoic acid;hydrochloride
• CAS: 122745-10-2
• 化学式: C₁₃H₁₃NO₂*ClH
• mdl: MFCD03792697
• 分子量: 251.713
• InChiKey: BKQQPCDQZZTLSE-YDALLXLXSA-N

物化性质

• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  -0.19
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  63.3
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

SDS

Revision number: 5
3-(1-Naphthyl)-L-alanine Hydrochloride
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
3-(1-Naphthyl)-L-alanine Hydrochloride
Product name:


5
Revision number:

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Section 2. HAZARDS IDENTIFICATION
GHS classification
Not classified
PHYSICAL HAZARDS
Not classified
HEALTH HAZARDS
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
None
Pictograms or hazard symbols
No signal word
Signal word
None
Hazard statements
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance
Substance/mixture:
3-(1-Naphthyl)-L-alanine Hydrochloride
Components:
>97.0%(LC)(T)
Percent:
122745-10-2
CAS Number:
(S)-α-Amino-1-naphthalenepropionic Acid Hydrochloride
Synonyms:
C13H13NO2·HCl
Chemical Formula:

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Section 4. FIRST AID MEASURES
Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Inhalation:
Get medical advice/attention if you feel unwell.
Remove/Take off immediately all contaminated clothing. Rinse skin with
Skin contact:
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Rinse cautiously with water for several minutes. Remove contact lenses, if present
Eye contact:
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Get medical advice/attention if you feel unwell. Rinse mouth.
Ingestion:
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Dry chemical, foam, water spray, carbon dioxide.
Suitable extinguishing
media:
Take care as it may decompose upon combustion or in high temperatures to
Specific hazards arising
generate poisonous fume.
from the chemical:
3-(1-Naphthyl)-L-alanine Hydrochloride

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Section 5. FIRE-FIGHTING MEASURES
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
When extinguishing fire, be sure to wear personal protective equipment.
Special protective
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Keep container tightly closed. Store in a cool and dark place.
Storage conditions:
Store away from incompatible materials such as oxidizing agents.
Comply with laws.
Packaging material:

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Protective gloves.
Hand protection:
Safety glasses. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Solid
Physical state (20°C):
Crystal- Powder
Form:
White - Slightly pale reddish yellow
Colour:
No data available
Odour:
pH: No data available
Melting point/freezing point:No data available
No data available
Boiling point/range:
No data available
Flash point:
Flammability or explosive
limits:
No data available
Lower:
No data available
Upper:
No data available
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents]
Methanol
Soluble:
3-(1-Naphthyl)-L-alanine Hydrochloride

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Section 10. STABILITY AND REACTIVITY
Stable under proper conditions.
Chemical stability:
No special reactivity has been reported.
Possibility of hazardous
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Hydrogen chloride
products:

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Section 11. TOXICOLOGICAL INFORMATION
No data available
Acute Toxicity:
No data available
Skin corrosion/irritation:
No data available
Serious eye
damage/irritation:
No data available
Germ cell mutagenicity:
Carcinogenicity:
No data available
IARC =
No data available
NTP =
No data available
Reproductive toxicity:

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
No data available
Fish:
No data available
Crustacea:
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
No data available
Log Pow:
No data available
Soil adsorption (Koc):
No data available
Henry's Law
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
Not listed
UN-No:

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
3-(1-Naphthyl)-L-alanine Hydrochloride

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(1-萘基)-L-丙氨酸盐酸盐 在 二乙胺基三氟化硫 、 dimethyl sulfide borane 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 2,6-bis{(S)-4,5-dihydro-4-[(naphthalen-1-yl)methyl]oxazol-2-yl}pyridine
  参考文献：
  名称：

  对映选择性 LaIII-pyBOX 催化硝基迈克尔加成到 (E)-2-氮杂查耳酮

  摘要：

  [La(OTf)3] 复合物与新的 pyBOX 配体在恶唑啉环的 4'-位带有庞大的 1-萘甲基取代基，催化硝基烷烃与广泛范围的 (E)-2-氮杂查耳酮共轭加成，提供预期的硝基迈克尔产品，产率良好，对映体过量高达 87%。通过单次结晶可以提高产品的光学纯度。已经提出了一个合理的立体化学模型来解释观察到的立体化学。

  DOI：

  10.1002/ejoc.201201579
• 作为产物：
  描述：

  4-naphthalen-1-ylmethylene-2-phenyl-4H-oxazol-5-one 在 palladium 10% on activated carbon 、 C₄₁H₃₀N₄O₂ 、 氢溴酸 、 氢气 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 苯甲酸 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 水 为溶剂， 反应 33.17h， 生成 3-(1-萘基)-L-丙氨酸盐酸盐
  参考文献：
  名称：

  含1,1'-联萘单元的N，N-二甲基-4-氨基吡啶手性衍生物对内酯的动力学动力学：酰胺基的重要性

  摘要：

  在苯甲酸和基于联萘基的N，N -4-二甲基氨基吡啶（DMAP）衍生物1i的联苯胺基的3,3'-位置上具有两个酰胺基的情况下，开发了内酯的动态动力学拆分（DKR）。该反应在宽范围的氮杂内酯下顺利进行，以提供具有良好至高对映体比率（er's）的α-氨基酸衍生物。还证实了对a内酯2d的DKR的数克规模反应（2.5g），并且将所得产物转化为非天然α-氨基酸6d'。

  DOI：

  10.1021/acs.orglett.8b01960
• 作为试剂：
  描述：

  2-甲基戊醛 、 偶氮二甲酸二乙酯 在 3-(1-萘基)-L-丙氨酸盐酸盐 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以64%的产率得到2-[N,N'-bis(ethoxycarbonyl)hydrazino]-2-methylpentanal
  参考文献：
  名称：

  简单手性伯氨基酸促进支链醛的对映选择性α-氨基化

  摘要：

  首先成功地应用了一系列简单的手性伯氨基酸，以促进氮杂二羧酸与支链醛的对映选择性α-氨基化反应，并以优异的收率（高达99％）和对映选择性（高达97％）获得了带有季立体中心的所需加合物。 ee）。

  DOI：

  10.1021/jo102361h

文献信息

• 一种防治糖尿病和糖尿病肾病药物及其合成 方法和应用
  申请人：西安科技大学

  公开号：CN106242987B

  公开（公告）日：2019-02-22

  本发明公开了一种防治糖尿病和糖尿病肾病药物及其合成方法和应用，该药物为咖啡酸‑苯丙氨酸的衍生物，其结构如式I所示，其中，R1、R2为H、OH、OCH3、OCOCH3、3‑甲基丁‑2‑烯基或异戊烯基；R3为H、CH3、Bn、OCH3、OCOCH3、BnCH2、i‑Pr、t‑Bu或金刚烷基；n为0或1。通过STZ诱导的大鼠糖尿病模型，显示该衍生物能够显著降低糖尿病模型大鼠的血糖，同时对糖尿病肾病模型小鼠有一定的保护作用，证实了该衍生物的降糖作用和肾脏保护的作用，可制备糖尿病及糖尿病肾病的相关药物。
• Methods and compounds for inhibiting beta-amyloid peptide release and/or its synthesis
  申请人：——

  公开号：US20030229024A1

  公开（公告）日：2003-12-11

  Disclosed are compounds which inhibit &bgr;-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed pharmaceutical compositions comprising a compound which inhibits &bgr;-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

  本发明涉及一种抑制&bgr;-淀粉样肽释放和/或合成的化合物，因此具有治疗阿尔茨海默病的用途。还公开了药物组合物，包括抑制&bgr;-淀粉样肽释放和/或合成的化合物，以及使用这样的药物组合物进行预防和治疗阿尔茨海默病的方法。
• Enantioselective Fluorescence Recognition of Chiral Amines by N-Acyl-(S)-1-naphthylalanyl-(S)-phenylglycine and N-Acyl-(S)-1-naphthylalanyl-(S)-1-naphthylalanine Dipeptides Bridged by a 1,2-Phenylene or an Ethylene Spacer Chain
  作者：Tadamitsu Sakurai、Tomoe Ishikawa、Miho Sonobe、Akinori Hayakawa、Tetsutaro Igarashi

  DOI：10.3987/com-13-12694

  日期：——

  This study sought to support the development of enantioselective dipeptide fluorescence sensors by examining the ability of the N-acyl-(S)-1-naphthylalanyl-(S)-phenylglycine and N-acyl-(S)-1-naphthylalanyl-(S)-1naphthylalanine dipeptides (bridged by the 1,2-phenylene or ethylene spacer chain) to discriminate between aliphatic amine-derived (S)- and (R)-enantiomer s. The results indicated that both hydrogen-bonding interactions in the ground state and charge-transfer interactions in the excited state are involved in the fluorescence quenching of these bridged dipeptides by chiral amines to produce the upward curving Stern Volmer plots. In addition, the numerical analysis of these plots led to the conclusion that the bridged naphthylalanylphenylglycine dipeptide shows the highest ability to differentiate the (S)-enantiomer from (R)-enantiomer when the emission of this dipeptide is quenched by chiral alaninols.
• Unusual amino acids III. Asymmetric synthesis of 3-arylalanines
  作者：Stefan Taudien、Klaus Schinkowski、Hans-Walter Krause

  DOI：10.1016/s0957-4166(00)86017-6

  日期：1993.1

  21 (Z)-alpha-N-benzoylamino-beta-arylacrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active alpha-benzoyl-beta-arylalanine derivatives with optical yields in the range of 82-95% ee using the cationic rhodium complex of ''PROPRAPHOS'' as the chiral catalyst No electronical influences of the substituents at the aryl moiety on the enantioselectivity were observed but a sterical one, proved by X-ray crystallographic analysis and computer-aided modellings. Deacylation of the hydrogenated spezies produced the hydrochlorides of the 3-arylalanines attended by a partial racemisation In this case the hydrogenation of urethane type protected dehydroaminoacid derivatives seems to be the alternative.
• METHODS AND COMPOUNDS FOR INHIBITING $g(b)-AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS
  申请人：Elan Pharmaceuticals, Inc.

  公开号：EP0942924A2

  公开（公告）日：1999-09-22