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503-49-1

503-49-1 Structure

503-49-1 Structure
IdentificationMore
[Name]

3-HYDROXY-3-METHYLGLUTARIC ACID
[CAS]

503-49-1
[Synonyms]

3-HYDROXY-3-METHYLGLUTARIC ACID
3-HYDROXY-3-METHYLPENTANEDIOIC ACID
AKOS 91366
B-HYDROXY-B-METHYLGLUTARIC ACID
B-METHYL-B-HYDROXYGLUTARIC ACID
DICROTALIC ACID
3-hydroxy-3-methyl-glutaricaci
beta-hydroxy-beta-methylglutaricacid
cb-337
hmga
lipoglutaren
medroglutaricacid
Meglutol
3-Hydroxymethylglutaric acid
3-HYDROXY-3-METHYLPENTANEDIOIC ACID (HMG)
3-Hydroxy-3-methylglutaric acid ,98%
[EINECS(EC#)]

207-971-1
[Molecular Formula]

C6H10O5
[MDL Number]

MFCD00002712
[Molecular Weight]

162.14
[MOL File]

503-49-1.mol
Chemical PropertiesBack Directory
[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
[Detection Methods]

T,NMR,MS
[Merck ]

5808
[BRN ]

1769194
[CAS DataBase Reference]

503-49-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethyl acetate-->Diethyl ether-->Sulfuric acid-->Tetrahydrofuran-->Dichloromethane-->Acetic acid-->Sodium sulfate-->Potassium hydroxide-->Hydrogen peroxide-->Magnesium-->Allyl bromide
[Preparation Products]

3-METHYLPENTANE-1,3,5-TRIOL-->D(+)-Glucose-->3-ACETOXY-3-METHYLPENTANE-1,5-DIOIC ACID ANHYDRIDE
Hazard InformationBack Directory
[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
[storage]

Store at -20°C
[Purification Methods]

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

3-HYDROXY-3-METHYLGLUTARIC ACID(503-49-1)MS
3-HYDROXY-3-METHYLGLUTARIC ACID(503-49-1)1HNMR
3-HYDROXY-3-METHYLGLUTARIC ACID(503-49-1)IR1
3-HYDROXY-3-METHYLGLUTARIC ACID(503-49-1)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

503-49-1(sigmaaldrich)
[TCI AMERICA]

3-Hydroxy-3-methylglutaric Acid,>93.0%(T)(503-49-1)
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