3-HYDROXY-3-METHYLGLUTARIC ACID Chemical Properties

Melting point:

105-108 °C (lit.)

Boiling point:

120 °C / 13mmHg

Density 

1.2132 (rough estimate)

refractive index 

1.4230 (estimate)

storage temp. 

-20°C

solubility 

DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 5 mg/ml; PBS (pH 7.2): 10 mg/ml

pka

3.95±0.10(Predicted)

form 

powder to crystal

color 

White to Light yellow

Merck 

14,5808

BRN 

1769194

CAS DataBase Reference

503-49-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

2

RTECS 

MA3753000

F 

10

HS Code 

29181990

Toxicity

LD50 in mice (g/kg): 7.33 orally; 3.23 i.p. (Savoie, Lupien)

MSDS

• Language:English Provider:SigmaAldrich

3-HYDROXY-3-METHYLGLUTARIC ACID Usage And Synthesis

Description

Meglutol (β-hydroxy-β-methylglutaric acid; HMG) is a hypolipidemic agent that acts via the inhibition of cholesterol synthesis a t the stage of HMG-CoAreductase, blocking the conversion of HMG-CoA to mevalonate. This conversion is the rate-limiting step in cholesterol biosynthesis and is the point of physiological feedback control; as such, it appears to be the ideal locus of action for a hypolipidemic agent. Investigational compounds that act by this mechanism include the natural products compactin and mevinolin.

Chemical Properties

White Solid

Originator

Aligarh Muslim Univ. (India)

Uses

antihyperlipoproteinemia

Uses

3-Hydroxy-3-methylpentane-1,5-dioic Acid (cas# 503-49-1) is a compound useful in organic synthesis.

Definition

ChEBI: A dicarboxylic acid that is glutaric acid in which one of the two hydrogens at position 3 is substituted by a hydroxy group, while the other is substituted by a methyl group. It has been found to accumulate in urine of patients suffering from HMG-CoA lyase (3-hydroxy-3-methylglutaryl-CoA lyase, EC 4.1.3.4) deficiency. It occurs as a plant metabolite in Crotalaria dura.

brand name

LIPOGLUTAREN

Synthesis Reference(s)

Synthesis, p. 791, 1981 DOI: 10.1055/s-1981-29596

Purification Methods

Recrystallise the acid from diethyl ether/hexane and dry it under avacuum at 60o for 1hour. [Beilstein 3 IV 1166.]

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