4-Amino-3-hydroxybutyric acid

Base Information

• Chemical Name: 4-Amino-3-hydroxybutyric acid
• CAS No.: 924-49-2
• Deprecated CAS: 352-21-6
• Molecular Formula: C4H9NO3
• Molecular Weight: 119.12
• Hs Code.: 29224985
• European Community (EC) Number: 206-518-5,213-106-9
• NSC Number: 758215,40244
• UNII: 1ZHM019FLD
• DSSTox Substance ID: DTXSID1045877
• Nikkaji Number: J5.691J
• Wikipedia: Gamma-Amino-beta-hydroxybutyric_acid
• Wikidata: Q5520257
• Metabolomics Workbench ID: 50367
• ChEMBL ID: CHEMBL93515
• Mol file: 924-49-2.mol

Synonyms:4-amino-3-hydroxybutyric acid;4-amino-3-hydroxybutyric acid, (+-)-isomer;4-amino-3-hydroxybutyric acid, (R)-isomer;4-amino-3-hydroxybutyric acid, (S)-isomer;4-amino-3-hydroxybutyric acid, (Z)-2-butenedioate salt (1:1), (+-)-isomer;4-amino-3-hydroxybutyric acid, (Z)-2-butenedioate salt (2:1), (+-)-isomer;4-amino-3-hydroxybutyric acid, hydrobromide, magnesium salt;4-amino-3-hydroxybutyric acid, hydrochloride;4-amino-3-hydroxybutyric acid, ion (1-), (+-)-isomer;4-amino-3-hydroxybutyric acid, monosodium salt;GABOB;gamma-amino-beta-hydroxybutyric acid

Chemical Property of 4-Amino-3-hydroxybutyric acid

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 223 °C (dec.)(lit.)
• Refractive Index: 1.4183 (estimate)
• Boiling Point: 374.5 °C at 760 mmHg
• PKA: pK1: 3.834(+1);pK2: 9.487(0) (25°C,μ=0.1)
• Flash Point: 180.3 °C
• PSA: 83.55000
• Density: 1.312 g/cm³
• LogP: -0.51900
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: almost transparency
• XLogP3: -4.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 119.058243149
• Heavy Atom Count: 8
• Complexity: 83.4

Purity/Quality:

99.9% ^*data from raw suppliers

4-Amino-3-HydroxybutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(CN)O)C(=O)O
• Uses: Reduces uptake of iodine by the thyroid glands in animals. Antispasmodic

Technology Process of 4-Amino-3-hydroxybutyric acid

There total 12 articles about 4-Amino-3-hydroxybutyric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

(+/-)-4-amino-3-hydroxybutyric acid methyl ester hydrochloride → DL-4-amino-3-hydroxybutyric acid (924-49-2,352-21-6)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

DOI:10.1080/00304940709458603

Reference yield: 75.0%

(DL)-4-amino-3-hydroxybutanenitrile hydrochloride (74889-64-8) → DL-4-amino-3-hydroxybutyric acid (924-49-2,352-21-6)

Guidance literature:

(DL)-4-amino-3-hydroxybutanenitrile hydrochloride; With sulfuric acid; for 0.0833333h; Heating;

With sulfuric acid; In water; for 3h; Heating;

DOI:10.1023/A:1026045829876

Reference yield:

thalassospiramide D (1417995-87-9) → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + DL-4-amino-3-hydroxybutyric acid (924-49-2,352-21-6) + (Z)-3-decenamide + 4-amino-5-hydroxy-penta-2-enoic acid + N-methyl-L-tyrosine (537-49-5) + phenethylamine (64-04-0)

Guidance literature:

With hydrogenchloride; N-(2,4-dinitro-5-fluorophenyl)-L-alaninamide; at 115 ℃; for 1h;

DOI:10.3390/md11030611

upstream raw materials:

N-(3-cyano-2-hydroxy-propyl)-benzamide

(Z)-4-phthalimidocrotonic acid

(DL)-4-amino-3-hydroxybutanenitrile hydrochloride

methyl 4-(acetylamino)-3-hydroxybutanoate

Downstream raw materials:

CARNITINE

(+/-)-4-Dimethylamino-3-hydroxy-buttersaeure

(RS)-<1-(benzyloxycarbonyl)amino>-butan-2,4-diol

glycine

Refernces

• 1、 -. "METHODS OF TREATING FRAGILE X SYNDROME, DOWN?S SYNDROME, AUTISM AND RELATED DISORDERS". . . Retrieved 2012/02/01.
• 2、 Mete,Maras,Secen. "A short synthesis of 4-amino-3-hydroxybutyric acid (GABOB) via allyl cyanide". . p. 1879 - 1881. Retrieved 2007/10/03.