65427-54-5

Basic information

• Product Name: DL-2,4-DIAMINOBUTYRIC ACID DIHYDROCHLORIDE
• Synonyms: 2,4-DIAMINOBUTANOIC ACID DIHYDROCHLORIDE;DL-DAB 2HCL;DL-2,4-DIAMINO-N-BUTYRIC ACID DIHYDROCHLORIDE;DL-2,4-DIAMINOBUTYRIC ACID DI HCL;DL-2,4-DIAMINOBUTYRIC ACID DIHYDROCHLORIDE;DL-2,4-Diaminobutyric Acid HCl;DL-2 4-DIAMONOBUTYRYL DIHYDROCHLORIDE &;H-DL-Dab-OH.2HCl
• CAS NO: 65427-54-5
• Molecular Formula: C₄H₁₀N₂O₂*2ClH
• Molecular Weight: 191.06
• EINECS: 265-774-6
• Product Categories: Amino Acids;Aliphatics;Carboxylic Acids;Unusual Amino Acids;Amino hydrochloride;Carboxylic Acids;A - H;Amino Acids;Modified Amino Acids;DAB (2,4-Diaminobutyric Acid);Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 65427-54-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 197 °C (dec.)(lit.)
• Boiling Point: 321 °C at 760 mmHg
• Flash Point: 147.9 °C
• Appearance: colorless crystals
• Vapor Pressure: 6.36E-05mmHg at 25°C
• Storage Temp.: −20°C
• Solubility: H2O: 50 mg/mL, clear
• Water Solubility: Soluble in water 50 mg/mL.
• Sensitive: Hygroscopic
• BRN: 4708499
• CAS DataBase Reference: DL-2,4-DIAMINOBUTYRIC ACID DIHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DL-2,4-DIAMINOBUTYRIC ACID DIHYDROCHLORIDE(65427-54-5)
• EPA Substance Registry System: DL-2,4-DIAMINOBUTYRIC ACID DIHYDROCHLORIDE(65427-54-5)

Safety Data

• Hazard Codes: C
• Statements: 36/37/38-34
• Safety Statements: 24/25-45-36/37/39-26
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 3
• F: 10
• TSCA: Yes
• Hazardous Substances Data: 65427-54-5(Hazardous Substances Data)

Usage

Chemical Properties

Colorless crystals or white to off-white

Uses

2,4-Diaminobutyric Acid is also found to inhibit GABA transaminase, thus producing an elevation of GABA level, and to have an antitumor activity in vitro and in vivo against mouse fibrosarcoma cells. It is also used as an internal standard for amino acid analysis.

Biochem/physiol Actions

DL-2,4-Diaminobutyric acid is a racemic mixture of the selective GABA uptake inhibitors L-DABA and D-DABA. DL-2,4-diaminobutyric acid is found in cell-wall peptidoglycan of Leifsonia bigeumensis sp. Nov.

InChI:InChI=1/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8)/p+1/t3-/m1/s1

Upstream product

• 103668-08-2 (R)-2,4-Diamino-butyric acid ethyl ester; hydrochloride 
• 34404-27-8 N^α,N^γ-bis(t-butoxycarbonyl)-L-α,γ-butyric acid 
• 127531-09-3 (S)-3-Cyano-2-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-propionic acid ethyl ester 
• 128126-44-3 (3'S, 5S)-5--5,6-dihydro-2-ureido-4(1H)-pyrimidone 

Downstream Products

• 126581-98-4 DPAB-L-DBA (trans) 
• 1217645-10-7 (R)-2,4-bis((((9H-fluoren-9-yl)methoxy)carbonyl)amino)butanoic acid 
• 55478-23-4 (S)-2,4-bis(((benzyloxy)carbonyl)amino)butanoic acid 
• 4128-00-1 (3S)-3-aminopyrrolidin-2-one 
• 25139-87-1 ⁽⁵⁾-(+)(D)-N,N'-Ditosyl-2,4-diamino-butanol 
• 117106-22-6 (S)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-aminobutanoic acid 
• 97347-23-4 N^α,N^γ-diBoc-L-2,4-diaminobutyric acid p-nitrobenzyl ester 

Relevant articles and documents

Preparation of enantiopure 2-acylazetidines and their reactions with chloroformates

Enantiopure 1-phenylethylazetidine-2-carboxylates and 2-acylazetidines were prepared and reacted with chloroformates to yield α-chloro-γ-amino butyric acid esters and ketones from ring opening reaction of azetidinium ion intermediate in a completely regio- and stereoselective manner.

ENANTIOSELECTIVE SYNTHESIS OF OPTICALLY PURE NATURAL S(+) OR UNNATURAL R(-) DABA

After optimization of the reaction conditions, optically pure S(+) DABA is obtained in more than 80percent overall yield.A modell is proposed to explain the dependence of asymmetric induction on the nature of the counter ion (Li(1+), Mg(2+), Bu4N(1+)).