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| | 3-HYDROXY-3-METHYLGLUTARIC ACID Basic information |
| | 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 | | form | powder to crystal | | pka | 3.95±0.10(Predicted) | | color | White to Light yellow | | Merck | 14,5808 | | BRN | 1769194 | | CAS DataBase Reference | 503-49-1(CAS DataBase Reference) |
| 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) |
| | 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 | 3-Hydroxy-3-methylpentane-1,5-dioic Acid (cas# 503-49-1) is a compound useful in organic synthesis. | | Uses | antihyperlipoproteinemia | | 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.] |
| | 3-HYDROXY-3-METHYLGLUTARIC ACID Preparation Products And Raw materials |
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