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N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID, also known as Z-DAB, is a chemical compound that belongs to the class of amino acids. It is a derivative of D-2-aminobutanoic acid and contains a carboxybenzyl (Z) protecting group on the alpha-amino group. N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID is commonly used in organic synthesis and peptide chemistry as a substrate for enzyme-catalyzed reactions and as a building block for the construction of peptide and protein structures. Furthermore, it has been investigated for its potential pharmaceutical applications, including as an anticonvulsant and antiepileptic agent. Overall, N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID has diverse uses in the fields of chemistry, biochemistry, and medicine.

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  • 2900-20-1 Structure
  • Basic information

    1. Product Name: N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID
    2. Synonyms: N-ALPHA-CARBOBENZOXY-D-ALPHA-AMINOBUTYRIC ACID;N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID;Z-D-ALPHA-ABU-OH;Z-D-ABU(2)-OH;Z-D-ABU(ALPHA)-OH;Z-D-2-ABU-OH;Z-D-2-AMINOBUTYRIC ACID;(R)-N-alpha-Benzyloxycarbonal-2-aminobutanoic acid
    3. CAS NO:2900-20-1
    4. Molecular Formula: C12H15NO4
    5. Molecular Weight: 237.25
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2900-20-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 430.3°Cat760mmHg
    3. Flash Point: 214°C
    4. Appearance: /
    5. Density: 1.213g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID(CAS DataBase Reference)
    10. NIST Chemistry Reference: N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID(2900-20-1)
    11. EPA Substance Registry System: N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID(2900-20-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 2900-20-1(Hazardous Substances Data)

2900-20-1 Usage

Uses

Used in Organic Synthesis:
N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID is used as a substrate for enzyme-catalyzed reactions in organic synthesis, facilitating the formation of complex organic molecules.
Used in Peptide Chemistry:
N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID is used as a building block for the construction of peptide and protein structures, enabling the synthesis of biologically active peptides and proteins.
Used in Pharmaceutical Applications:
N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID is used as a potential anticonvulsant and antiepileptic agent, offering therapeutic benefits for the treatment of seizure disorders.
Used in Biochemistry Research:
N-ALPHA-CARBOBENZOXY-D-2-AMINOBUTANOIC ACID is used in biochemical research to study enzyme mechanisms, protein interactions, and other biological processes, contributing to a deeper understanding of molecular biology and biochemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 2900-20-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,9,0 and 0 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2900-20:
(6*2)+(5*9)+(4*0)+(3*0)+(2*2)+(1*0)=61
61 % 10 = 1
So 2900-20-1 is a valid CAS Registry Number.

2900-20-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R)-2-(phenylmethoxycarbonylamino)butanoic acid

1.2 Other means of identification

Product number -
Other names (R)-2-(((Benzyloxy)carbonyl)amino)butanoic acid

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:2900-20-1 SDS

2900-20-1Relevant articles and documents

Identification, characterization, synthesis and strategy for minimization of potential impurities observed in the synthesis of brivaracetam

Liao, Shouzhu,Chen, Hongjun,Wang, Guifei,Wu, Shuming,Yang, Zaiyou,Luo, Weihe,Liu, Zhuanfeng,Gao, Xun,Qin, Junhai,Li, Chuan-hua,Wang, Zhongqing

, (2020/05/25)

A first systematic impurity profile research concerning nine observed and potential process related impurities of antiepileptic drug brivaracetam is reported. Among which three (impurity G/H/I) have not been discovered or reported before, these nine impurities were monitored by HPLC, and their structures were identified on the basis of MS and NMR spectroscopy. In addition to the formation, synthesis, and characterization, strategies for minimizing these impurities to the levels accepted by ICH are also described in this report.

Oxazolidin-2-one-Pyrimidine Derivatives

-

Paragraph 0230, (2014/05/20)

The present invention relates to oxazolidin-2-one substituted pyrimidine compounds that act as PI3K (phosphatidylinositol-3-kinase) inhibitors, as well as pharmaceutical compositions thereof, methods for their manufacture and uses for the treatment of conditions, diseases and disorders dependent on PI3K.

Assay and inhibition of diacylglycerol lipase activity

Johnston, Meghan,Bhatt, Shachi R.,Sikka, Surina,Mercier, Richard W.,West, Jay M.,Makriyannis, Alexandros,Gatley, S. John,Duclos Jr., Richard I.

scheme or table, p. 4585 - 4592 (2012/08/08)

A series of N-formyl-α-amino acid esters of β-lactone derivatives structurally related to tetrahydrolipstatin (THL) and O-3841 were synthesized that inhibit human and murine diacylglycerol lipase (DAGL) activities. New ether lipid reporter compounds were developed for an in vitro assay to efficiently screen inhibitors of 1,2-diacyl-sn-glycerol hydrolysis and related lipase activities using fluorescence resonance energy transfer (FRET). A standardized thin layer chromatography (TLC) radioassay of diacylglycerol lipase activity utilizing the labeled endogenous substrate [1″- 14C]1-stearoyl-2-arachidonoyl-sn-glycerol with phosphorimaging detection was used to quantify inhibition by following formation of the initial product [1″-14C]2-arachidonoylglycerol and further hydrolysis under the assay conditions to [1-14C]arachidonic acid.

Diastereoselective intermolecular radical addition to nitrones

Ueda, Masafumi,Miyabe, Hideto,Teramachi, Masako,Miyata, Okiko,Naito, Takeaki

, p. 6653 - 6660 (2007/10/03)

The intermolecular radical addition to chiral nitrones 2, 4, 5, and 16 was studied. The isopropyl radical addition to Oppolzer's camphorsultam derivative 2 of glyoxylic nitrone proceeded with excellent diastereoselectivity to give the desired isopropylated product 3a accompanied by the diisopropylated product 3b. A high degree of stereocontrol in the reaction of cyclic nitrone 4 was achieved. The ethyl radical addition to nitrone 4 with triethylborane afforded the desired ethylated product 9a accompanied by the diethylated product 10a and the ethylated nitrone 11a. To evaluate the utility of cyclic nitrone 4, several alkyl radicals were employed in the addition reaction, which afforded the alkylated products 9b-d with excellent diastereoselectivities. In the presence of Mg(ClCO4)2, the ethyl radical addition to BIGN 16 afforded selectively syn isomers. In contrast, the alkyl radical addition to 16 took place even in the absence of Lewis acid to give anti isomers.

Novel intermolecular carbon radical addition to a nitrone: asymmetric synthesis of alpha-amino acids.

Ueda, Masafumi,Miyabe, Hideto,Teramachi, Masako,Miyata, Okiko,Naito, Takeaki

, p. 426 - 427 (2007/10/03)

A nitrone was used as a synthetically useful radical acceptor in carbon-carbon bond-forming radical reactions; the intermolecular addition of alkyl radicals to chiral glyoxylic nitrone was studied; a high degree of stereocontrol in radical addition to glyoxylic nitrone was achieved to provide a new method for asymmetric synthesis of alpha-amino acids.

Tripeptidylpeptidase inhibitors

-

, (2008/06/13)

A compound of formula wherein the substituents are defined as in the specification and salts or hydrates thereof is disclosed as well as a method of treating disorders associated with the inactivation or excessive degradation of cholecystokinin.

THIAZOLIDINE DERIVATIVES

-

, (2008/06/13)

An object of the present invention is to provide novel thiazolidine derivatives which are useful as drugs. The thiazolidine derivatives according to the present invention are compounds represented by the following general formula [I] and salts thereof, wherein R 1is alkyl, hydroxy, alkoxy, alkoxyalkyl, phenyl, phenylalkyl, phenylalkoxy, phenoxy, phenoxyalkyl, amino, alkylamino or a nonaromatic heterocycle; R 2is H or alkyl; R 3is H, alkyl or phenyl; R 4is H or alkyl; R 5is alkyl, halogenoalkyl, hydroxy, alkoxy, phenyl, phenylalkoxy, phenoxy, carboxyl, alkoxycarbonyl, phenylalkoxycarbonyl or an aromatic heterocycle; A 1is alkylene; and A 2is alkylene.

Syntheses of optically active, protected and unprotected vinylglycines

Itaya,Shimizu,Nakagawa,Morisue

, p. 1927 - 1930 (2007/10/02)

Vinylglycine (2) has been shown to undergo racemization under acidic conditions. Optically pure 2 was obtained from 2 · HCl by enzymatic hydrolysis through N-acetylvinylglycine (5), followed by recrystallization. (S)N-(Methoxycarbonyl)vinylglycine (6) was configurationally so unstable under acidic conditions that 6 could not be obtained from 2 in an optically pure form. On the other hand, configurationally stable (S)-N-(9-phenylfluoren-9-yl)vinylglycine methyl ester (9) was synthesized from (S)-homoserine; 9 was hydrolyzed with sodium hydroxide to afford the carboxylic acid 10 of more than 99% ee.

Structure-Activity Study of 5-Substituted 1-Carbobenzoxy-2-iminohydantoins as Potential Anticonvulsant Agents

Sun, Zhong-Yue,Kwon, Chul-Hoon,Wurpel, John N. D.

, p. 2841 - 2845 (2007/10/02)

On the basis of our previous findings, a series of 5-substituted 2-iminohydantoins has been synthesized and tested for anticonvulsant activity to better understand the SAR of 2-iminohydantoins.Among the compounds tested, (S)-(+)-1-carbobenzoxy-2-iminohydantoin analogs with ethyl (6)-, n-propyl (7a)-, isopropyl (8)-, allyl (9)-, and sec-butyl (11)-substituted groups at the C5 of the iminohydanotin ring provided the best activities against the MES test with ED50 values in the range of 52-74 mg/kg.All of the above compounds except 8 also showed activity against the scMET test with ED50 values in the range of 141-223 mg/kg.All significantly active compounds (1, 6, 7a, 8, 9, and 11) possesed aliphatic hydrocarbon side chains of two- to three-carbon lengths at the C5 position.All of the compounds with no or minimal activity had either shorter or longer side chains.The compounds substituted at the C5 position by aryl groups, arylalkyl groups, or alkyl and arylalkyl groups containing heteroatoms also showed no activity against the MES and scMET tests.The results suggested that the C5 side chain with the correct stereochemistry in 2-iminohydantoins provides optimal anticonvulsant activity when the side chains are aliphatic hydrocarbons with a lenght, ignoring branchingg, of two to three carbons.

Isoindoline derivatives

-

, (2008/06/13)

Optically active 8-methoxyquinolonecarboxylic acids represented by the formula (I) wherein R1 is lower alkyl have been found to possess potent antibacterial activity against both Gram-negative and Gram-positive bacteria. The compounds may be synthesized from novel optically active intermediates.

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