353-09-3

Basic information

• Product Name: beta-Guanidinopropionic acid
• Synonyms: 3-guanidinopropanoicacid;guanidinepropanoicacid;guanidinopropionicacid;n-(aminoiminomethyl)-beta-alanin;n-(aminoiminomethyl)beta-alanine;n-amidino-beta-alanin;N-(AMINOMETHYL)-BETA-ALANINE;3-Guanidinopropanoate
• CAS NO: 353-09-3
• Molecular Formula: C₄H₉N₃O₂
• Molecular Weight: 131.13
• EINECS: 206-530-0
• Mol File: 353-09-3.mol

Chemical Properties

• Melting Point: 222 °C (dec.)(lit.)
• Boiling Point: 356.7 °C at 760 mmHg
• Flash Point: 169.5 ºC
• Appearance: white crystalline powder
• Density: 1.46 g/cm³
• Vapor Pressure: 4.73E-06mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: −20°C
• Solubility: Aqueous Acid (Slightly), Water (Slightly, Heated)
• PKA: 4.22±0.10(Predicted)
• BRN: 1705262
• CAS DataBase Reference: beta-Guanidinopropionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: beta-Guanidinopropionic acid(353-09-3)
• EPA Substance Registry System: beta-Guanidinopropionic acid(353-09-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: AY3157500
• Hazardous Substances Data: 353-09-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Beta-Guanidinopropionic acid is used as a therapeutic agent for treating and preventing metabolic disorders such as hyperglycemia, hyperinsulinemia, and insulin insensitivity. It helps improve insulin sensitivity and selectively reduce adipose tissue weight, making it a valuable compound in the treatment of obesity and related conditions.
Used in Research and Development:
As a creatine analog, beta-Guanidinopropionic acid is used in research and development for studying its effects on glucose metabolism and its potential role in the treatment of diabetes and other metabolic diseases.
Used in Nutritional Supplements:
Due to its hypoglycemic properties, beta-Guanidinopropionic acid can be used as an ingredient in nutritional supplements designed to support healthy blood sugar levels and improve insulin sensitivity.
Used in Drug Development:
Beta-Guanidinopropionic acid can be utilized in the development of new drugs targeting metabolic disorders and diabetes, as it has been shown to ameliorate hyperglycemia in animal models of noninsulin-dependent diabetes.
Used in Chemical Synthesis:
As an important chemical raw material and intermediate, beta-Guanidinopropionic acid is used in the synthesis of various compounds and pharmaceuticals, contributing to the advancement of the chemical and pharmaceutical industries.

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.

InChI:InChI=1/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7)

Upstream product

• 2986-19-8 carbamimidothioic acid methyl ester 
• 107-95-9 3-amino propanoic acid 
• 2440-60-0 2-methyl-isourea 
• 420-04-2 CYANAMID 
• 1184-90-3 aminoiminomethanesulfonic acid 
• 1758-73-2 Aminoiminomethanesulfinic acid 
• 1221685-79-5 3-guanidinopropionaldehyde 

Downstream Products

• 15231-27-3 2-amino-5,6-dihydro-3H-pyrimidin-4-one 

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