3-HYDROXY-3-METHYLGLUTARIC ACID

Synonym(s):3-Hydroxy-3-methylpentanedioic acid

CAS NO.：503-49-1
Empirical Formula: C6H10O5
Molecular Weight: 162.14
MDL number: MFCD00002712
EINECS: 207-971-1
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-01 14:32:37

3-HYDROXY-3-METHYLGLUTARIC ACID Structural

What is 3-HYDROXY-3-METHYLGLUTARIC ACID?

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)

The Uses of 3-HYDROXY-3-METHYLGLUTARIC ACID

antihyperlipoproteinemia

The Uses of 3-HYDROXY-3-METHYLGLUTARIC ACID

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

What are the applications of Application

3-Hydroxy-3-methylglutaric Acid is An antilipemic agent

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.]

Properties of 3-HYDROXY-3-METHYLGLUTARIC ACID

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 for 3-HYDROXY-3-METHYLGLUTARIC ACID

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection.