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3-Guanidinopropionic acid

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CAS:353-09-3
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3-Guanidinopropionic acid manufacturers

3-Guanidinopropionic acid Basic information
Product Name:3-Guanidinopropionic acid
Synonyms:b-Alanine, N-(aMinoiMinoMethyl)-;guanidinepropanoicacid;guanidinopropionicacid;n-(aminoiminomethyl)-beta-alanin;n-(aminoiminomethyl)beta-alanine;3-(diaminomethylideneamino)propanoic acid;3-[bis(azanyl)methylideneamino]propanoic acid;GUANIDINOPROPIONIC ACID(P)
CAS:353-09-3
MF:C4H9N3O2
MW:131.13
EINECS:206-530-0
Product Categories:
Mol File:353-09-3.mol
3-Guanidinopropionic acid Structure
3-Guanidinopropionic acid Chemical Properties
Melting point 222 °C (dec.)(lit.)
Boiling point 299.1±42.0 °C(Predicted)
density 1.46±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Aqueous Acid (Slightly), Water (Slightly, Heated)
form Solid
pka4.22±0.10(Predicted)
color White to Off-White
BRN 1705262
LogP-1.680 (est)
CAS DataBase Reference353-09-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS AY3157500
HS Code 29252900
MSDS Information
ProviderLanguage
SigmaAldrich English
3-Guanidinopropionic acid Usage And Synthesis
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.

Chemical PropertiesWhite solid
Uses3-Guanidinopropionic Acid is an acidic guanidine derivative that has been shown to ameliorate hyperglycemia in animal models of noninsulin-dependent diabetes.
DefinitionChEBI: 3-guanidinopropanoic acid is a guanidine compound bearing an N-(2-carboxyethyl) substituent. It is a creatine analogue that has been found to decreases plasma glucose levels It has a role as a hypoglycemic agent. It derives from a propionic acid. It is a tautomer of a 3-guanidinopropanoic acid zwitterion.
SynthesisUsing thiourea |?-alanine as a raw material, guanidinopropionic acid is prepared by a two-step alkylation reaction of nucleophilic substituted amine, the content is greater than 99.0%, and the total yield is 76.2%. The process is low cost, mild conditions, and easy operation, simple and suitable for industrial production.
Synthesis_353-09-3
references[1] winder w w, hardie d g. amp-activated protein kinase, a metabolic master switch: possible roles in type 2 diabetes[j]. american journal of physiology-endocrinology and metabolism, 1999, 277(1): e1-e10.
[2] chaturvedi, r. k.,adhihetty, p.,shukla, s., et al. impaired pgc-1α function in muscle in huntington’s disease. human molecular genetics 18(16), 3048-3065 (2009).
[3] larsen s d, connell m a, cudahy m m, et al. synthesis and biological activity of analogues of the antidiabetic/antiobesity agent 3-guanidinopropionic acid: discovery of a novel aminoguanidinoacetic acid antidiabetic agent[j]. journal of medicinal chemistry, 2001, 44(8): 1217-1230.
[4] meglasson m d, wilson j m, yu j h, et al. antihyperglycemic action of guanidinoalkanoic acids: 3-guanidinopropionic acid ameliorates hyperglycemia in diabetic kkay and c57bl6job/ob mice and increases glucose disappearance in rhesus monkeys[j]. journal of pharmacology and experimental therapeutics, 1993, 266(3): 1454-1462.
3-Guanidinopropionic acid Preparation Products And Raw materials
Tag:3-Guanidinopropionic acid(353-09-3) Related Product Information
Phenibut 4-Ethoxy-N,N,N-trimethyl-4-oxo-1-butanaminium chloride Guanidineacetic acid 3-Guanidinopropionic acid L-2-AMINO-3-GUANIDINOPROPIONIC ACID HYDROCHLORIDE ARGININOSUCCINIC ACID DISODIUM SALT Propionic acid [2-(BENZOOXAZOL-2-YLAMINO)-5-OXO-4,5-DIHYDRO-3H-IMIDAZOL-4-YL]-ACETIC ACID GUANIDINOSUCCINIC ACID 7-HYDROXY-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDINE-6-CARBOXYLIC ACID [2-(BENZOTHIAZOL-2-YLAMINO)-5-OXO-4,5-DIHYDRO-3 H-IMIDAZOL-4-YL]-ACETIC ACID FMOC-L-2-AMINO-3-GUANIDINOPROPIONIC ACID alpha-amino-beta-guanidinopropionic acid BOC-L-2-AMINO-3-GUANIDINOPROPIONIC ACID ETHYL 6-OXO-2-[(4-OXO-5-((E)-[2-(TRIFLUOROMETHYL)PHENYL]METHYLIDENE)-4,5-DIHYDRO-1,3-THIAZOL-2-YL)AMINO]-1,6-DIHYDRO-5-PYRIMIDINECARBOXYLATE ETHYL 2-([4-(4-METHOXYPHENYL)-1,3-THIAZOL-2-YL]AMINO)-6-OXO-1,6-DIHYDRO-5-PYRIMIDINECARBOXYLATE tetrodonic acid AURORA KA-550