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122745-12-4

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122745-12-4 Usage

Description

3-(2-NAPHTHYL)-L-ALANINE HYDROCHLORIDE is a chemical compound that is a salt form of the amino acid L-alanine, featuring a hydrochloride group which enhances its water solubility and stability. As a chiral compound, it possesses a non-superimposable mirror image, making it valuable in various scientific and industrial applications, particularly in pharmaceuticals and organic synthesis.

Uses

Used in Pharmaceutical Industry:
3-(2-NAPHTHYL)-L-ALANINE HYDROCHLORIDE is used as a chiral catalyst for enhancing the selectivity of chemical reactions, which is crucial in the synthesis of enantiomerically pure pharmaceutical compounds. Its unique naphthyl group contributes to the manipulation of enzyme activity and protein structure, aiding in the development of novel drugs and therapeutic agents.
Used in Organic Synthesis:
In the realm of organic synthesis, 3-(2-NAPHTHYL)-L-ALANINE HYDROCHLORIDE serves as a key building block for the creation of complex organic molecules. Its chiral nature allows for the synthesis of specific enantiomers, which is essential in producing biologically active compounds with desired pharmacological properties.
Used in Chiral Chromatography:
3-(2-NAPHTHYL)-L-ALANINE HYDROCHLORIDE is utilized as a chiral stationary phase in chromatographic techniques, enabling the separation of enantiomers. This application is vital for the analysis and purification of chiral compounds in various industries, including pharmaceuticals, agrochemicals, and fragrances.
Used in the Study of Biological Molecules and Processes:
Due to its structure containing a naphthyl group, 3-(2-NAPHTHYL)-L-ALANINE HYDROCHLORIDE is employed in research to investigate and manipulate biological molecules and processes. It aids in understanding enzyme mechanisms, protein folding, and other biochemical phenomena, contributing to advancements in biotechnology and medicine.

Check Digit Verification of cas no

The CAS Registry Mumber 122745-12-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,2,7,4 and 5 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 122745-12:
(8*1)+(7*2)+(6*2)+(5*7)+(4*4)+(3*5)+(2*1)+(1*2)=104
104 % 10 = 4
So 122745-12-4 is a valid CAS Registry Number.
InChI:InChI=1/C13H13NO2.ClH/c14-12(13(15)16)8-9-5-6-10-3-1-2-4-11(10)7-9;/h1-7,12H,8,14H2,(H,15,16);1H/t12-;/m0./s1

122745-12-4 Well-known Company Product Price

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  • TCI America

  • (N0683)  3-(2-Naphthyl)-L-alanine Hydrochloride  >98.0%(HPLC)(T)

  • 122745-12-4

  • 1g

  • 1,250.00CNY

  • Detail
  • TCI America

  • (N0683)  3-(2-Naphthyl)-L-alanine Hydrochloride  >98.0%(HPLC)(T)

  • 122745-12-4

  • 5g

  • 3,990.00CNY

  • Detail

122745-12-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-2-Amino-3-(naphthalen-2-yl)propanoic acid hydrochloride

1.2 Other means of identification

Product number -
Other names (2S)-2-amino-3-naphthalen-2-ylpropanoic acid,hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:122745-12-4 SDS

122745-12-4Relevant articles and documents

Asymmetric chemoenzymatic synthesis of N-acetyl-α-amino esters based on lipase-catalyzed kinetic resolutions through interesterification reactions

Da Silva, Marcos Reinaldo,De Mattos, Marcos Carlos,De Oliveira, Maria Da Concei??o Ferreira,De Lemos, Telma Leda Gomes,Ricardo, Nágila Maria Pontes Silva,De Gonzalo, Gonzalo,Lavandera, Iván,Gotor-Fernández, Vicente,Gotor, Vicente

, p. 2264 - 2271 (2014/03/21)

Several phenylalanine analogs have been synthesized through a four-step route starting from easily available ethyl acetamidocyanoacetate. In a first reaction, and making use of phase transfer catalysts, this compound reacted with several alkyl halides, being benzyltributylammonium chloride identified as the best one for the production of a series of quaternary amino acids in moderate to excellent yields (52-95%). Then, the corresponding N-acetyl-phenylalanine methyl and allyl ester derivatives were obtained through acidic hydrolysis, esterification, and N-acetylation. Rhizomucor miehei lipase was found as a versatile enzyme for the resolution of these amino esters, finding the best results through interesterification reactions with butyl butyrate in acetonitrile. A great influence in the stereoselectivity was found depending on the chemical structure of the compound, achieving for the non- or para-substituted in the phenyl ring excellent stereoselectivities, being moderate for the meta-nitro derivative, while the ortho-nitro amino ester did not react.

Synthesis and biological activity of ketomethylene pseudopeptide analogues as thrombin inhibitors

Cheng,Goodwin,Schully,Kakkar,Claeson

, p. 3364 - 3369 (2007/10/02)

Ketomethylene pseudopeptide analogues Aa-Pro-Argψ(COCH2)Gly-pip, 1, where Aa are D- or L-amino acids (Dpa, β,β-diphenylalanine; αNal, α- naphthylalanine; βNal, β-naphthylalanine; Fgl, fluorenylglycine) with highly lipophilic side chains and ψ(COCH2) is a ketomethylene pseudopeptide bond, have been synthesized through a modified Dakin-West reaction under very mild conditions with a high yield using tripeptide 4 with a labile functional group directly on the side chain. Their enzymatic assay of thrombin inhibition has been carried out. The structure-activity relationship study indicated that a lipophilic side chain on the amino acid in the P3 position is very important for binding to the apolar site of thrombin. Compound 1a with D-Dpa at the P3 position has a K(i) of 0.2 μM and it doubles thrombin clotting time at only 3 times higher concentration. These values are about 7 times better than those of the corresponding D-Phe analogues. Furthermore, 1a shows poor inhibitory activity against plasmin, factor Xa, urokinase, and kallikrein. Preliminary in vivo testing (3-4-kg rabbit as the animal model) shows no observable side effect (change of blood pressure and accumulation of blood platelet in lungs) at a dose of 1 mg/kg.

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