353-09-3 Usage
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 Properties
White solid
Uses
3-Guanidinopropionic Acid is an acidic guanidine derivative that has been shown to ameliorate hyperglycemia in animal models of noninsulin-dependent diabetes.
Definition
ChEBI: 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.
Synthesis
Using thiourea β-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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 353-09-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,5 and 3 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 353-09:
(5*3)+(4*5)+(3*3)+(2*0)+(1*9)=53
53 % 10 = 3
So 353-09-3 is a valid CAS Registry Number.
InChI:InChI=1/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7)
353-09-3Relevant articles and documents
PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS
-
, (2010/03/02)
The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.
Amidination of amines under microwave conditions using recyclable polymer-bound 1H-pyrazole-1-carboxamidine
Solodenko, Wladimir,Broeker, Patrick,Messinger, Josef,Schoen, Uwe,Kirschning, Andreas
, p. 461 - 466 (2007/10/03)
A convenient one-step transformation of primary and secondary amines into the corresponding unprotected guanidines using 4-benzyl-3,5-dimethyl-1H- pyrazole-1-carboxamidine and its polymer-bound variant is described. The scopes and limitations of the method, the microwave-assistance of amidination as well as a recycling protocol are examined. Georg Thieme Verlag Stuttgart.
Preparation of N-formamidinylamino acids from amino and formamidinesulfinic acids
Jursic,Neumann,McPherson
, p. 1656 - 1658 (2007/10/03)
A practical synthetic procedure for the conversion of amino acids into N-formamidinylamino acids using formamidinesulfinic acid in basic water solution is presented.
