3-HYDROXY-3-METHYLGLUTARIC ACID

3-HYDROXY-3-METHYLGLUTARIC ACID Basic information
Product Name:3-HYDROXY-3-METHYLGLUTARIC ACID
Synonyms:hmga;lipoglutaren;medroglutaricacid;3-Hydroxymethylglutaric acid;Meglutol;3-HYDROXY-3-METHYLPENTANEDIOIC ACID (HMG);3-Hydroxy-3-methylglutaric acid ,98%;3-Hydroxy-3-Methylglutaric acid >=95%
CAS:503-49-1
MF:C6H10O5
MW:162.14
EINECS:207-971-1
Product Categories:Miscellaneous Reagents;Building Blocks;C6;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Pharmaceutical Raw Materials;Organic Building Blocks
Mol File:503-49-1.mol
3-HYDROXY-3-METHYLGLUTARIC ACID Structure
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
pka3.95±0.10(Predicted)
color White to Light yellow
Merck 14,5808
BRN 1769194
CAS DataBase Reference503-49-1(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
10
HS Code 29181990
ToxicityLD50 in mice (g/kg): 7.33 orally; 3.23 i.p. (Savoie, Lupien)
MSDS Information
ProviderLanguage
SigmaAldrich English
3-HYDROXY-3-METHYLGLUTARIC ACID Usage And Synthesis
DescriptionMeglutol (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 PropertiesWhite Solid
OriginatorAligarh Muslim Univ. (India)
Usesantihyperlipoproteinemia
Uses3-Hydroxy-3-methylpentane-1,5-dioic Acid (cas# 503-49-1) is a compound useful in organic synthesis.
DefinitionChEBI: 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 nameLIPOGLUTAREN
Synthesis Reference(s)Synthesis, p. 791, 1981 DOI: 10.1055/s-1981-29596
Purification MethodsRecrystallise the acid from diethyl ether/hexane and dry it under avacuum at 60o for 1hour. [Beilstein 3 IV 1166.]
Ammonium citrate dibasic POTASSIUM DIHYDROGEN CITRATE Acetyl tributyl citrate TIN CITRATE 3-HYDROXY-3-METHYLGLUTARIC ACID Choline dihydrogencitrate salt -Epoxytricarballylic acid monopotassiu SODIUM DIHYDROGEN CITRATE Alverine citrate 1,2,3-Propanetricarboxylicacid,2-hydroxy-,potassiumsalt Piperazine citrate Triethyl citrate Sodium citrate Ammonium citrate tribasic Lead citrate 2-DIETHYLAMINOETHYL 2-PHENYLBUTYRATE CITRATE SALT Ammonium ferric citrate Disodium citrate

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