3-Guanidinopropionic acid

Base Information

• Chemical Name: 3-Guanidinopropionic acid
• CAS No.: 353-09-3
• Molecular Formula: C4H9N3O2
• Molecular Weight: 131.134
• Hs Code.: 29252900
• European Community (EC) Number: 206-530-0
• UNII: UL1984YRKA
• DSSTox Substance ID: DTXSID40188795
• Nikkaji Number: J193.824J
• Wikipedia: Guanidinopropionic_acid
• Wikidata: Q5613765
• NCI Thesaurus Code: C153354
• Metabolomics Workbench ID: 42255
• ChEMBL ID: CHEMBL20489
• Mol file: 353-09-3.mol

Synonyms:3-guanidinopropionic acid;amidino beta-alanine;beta-guanidine propionic acid;beta-guanidinopropionate;beta-guanidinopropionic acid;guanidine propionate;guanidinopropionic acid;PNU 10483;PNU-10483

Chemical Property of 3-Guanidinopropionic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 4.73E-06mmHg at 25°C
• Melting Point: 222 °C (dec.)(lit.)
• Refractive Index: 1.574
• Boiling Point: 356.7 °C at 760 mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 169.5 ºC
• PSA: 99.20000
• Density: 1.46 g/cm³
• LogP: 0.13510
• Storage Temp.: −20°C
• Solubility.: Aqueous Acid (Slightly), Water (Slightly, Heated)
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 131.069476538
• Heavy Atom Count: 9
• Complexity: 128

Purity/Quality:

≥ 99% ^*data from raw suppliers

3-Guanidinopropionic acid ^*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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CN=C(N)N)C(=O)O
• Description: Guanidinopropionic acid is a white crystal that dissolves in water and is a creatine analog. Guanidinopropionic acid is a kind of amino acid derivatives. It is an important chemical raw material and intermediate. It exists in the serum, brain, liver, kidney and urine of mammals. It can improve insulin sensitivity and selectively reduce Adipose tissue weight can treat and prevent metabolic disorders, hyperglycemia, hyperinsulinemia, insensitivity to blood insulin, hyperlipidemia, hyperamylase, obesity and other symptoms.
• Uses: 3-Guanidinopropionic Acid is an acidic guanidine derivative that has been shown to ameliorate hyperglycemia in animal models of noninsulin-dependent diabetes.

Technology Process of 3-Guanidinopropionic acid

There total 11 articles about 3-Guanidinopropionic 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: 75.0%

aminoiminomethanesulfonic acid (1184-90-3) + 3-amino propanoic acid (107-95-9) → 3-guanidinopropionic acid (353-09-3)

Guidance literature:

With potassium carbonate; In water; for 24h; Ambient temperature;

DOI:10.1055/s-1986-31777

Reference yield: 72.1%

Aminoiminomethanesulfinic acid (1758-73-2) + 3-amino propanoic acid (107-95-9) → 3-guanidinopropionic acid (353-09-3)

Guidance literature:

With sodium hydroxide; at 20 ℃;

DOI:10.1055/s-2000-8201

Reference yield: 50.0%

3-amino propanoic acid (107-95-9) → 3-guanidinopropionic acid (353-09-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 60 ℃; for 24h;

DOI:10.1016/S0040-4039(01)02403-0

upstream raw materials:

carbamimidothioic acid methyl ester

3-amino propanoic acid

2-methyl-isourea

CYANAMID

Downstream raw materials:

2-amino-5,6-dihydro-3H-pyrimidin-4-one

Refernces

• 1、 Tylichova, Martina,Kopecny, David,Morera, Solange,Briozzo, Pierre,Lenobel, Rene,Snegaroff, Jacques,Sebela, Marek. "Structural and functional characterization of plant aminoaldehyde dehydrogenase from pisum sativum with a broad specificity for natural and synthetic aminoaldehydes". experimental part. p. 870 - 882. Retrieved 2011/04/24.
• 2、 Dr?ger, Gerald,Solodenko, Wladimir,Messinger, Josef,Sch?n, Uwe,Kirschning, Andreas. "A new reagent and its polymer-supported variant for the amidination of amines". . p. 1401 - 1403. Retrieved 2007/10/03.