alpha-methyl-gamma-butyrolactone

alpha-valerolactone

CAS: 1679-47-6 C5 H8 O2 MW: 100.11716000

Identification

Namealpha-methyl-gamma-butyrolactone
IUPAC3-methyloxolan-2-one
CAS Number1679-47-6
EINECS216-846-0
FDA UNII140H0G0P5W
Molecular FormulaC5 H8 O2
Molecular Weight100.11716000
MDL NumberMFCD00005396
Nikkaji NumberJ141.781I
Beilstein0080418

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 1.05800 to 1.06200 @ 20.00 °C.
Pounds per Gallon - (est). 8.814 to 8.847
Refractive Index 1.43100 to 1.43500 @ 20.00 °C.
Flash Point 163.00 °F. TCC ( 72.78 °C. )
Soluble in water, 9.381e+004 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for alpha-methyl-gamma-butyrolactone usage levels up tonot for fragrance use.
Recommendation for alpha-methyl-gamma-butyrolactone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

mango fruit

Synonyms

alpha- methylbutyrolactone 3- methyldihydrofuran-2(3H)-one 3- methyloxolan-2-one alpha- valerolactone PubMed: Combined experimental and theoretical study of the reactivity of γ-Butyro- and related lactones, with the OH radical at room temperature. PubMed: Chemical composition and aroma evaluation of essential oils from Evolvulus alsinoides L. PubMed: Total synthesis and absolute configuration of curvularides A-E. PubMed: Costunolide inhibits production of tumor necrosis factor-alpha and interleukin-6 by inducing heme oxygenase-1 in RAW264.7 macrophages. PubMed: The alpha-methylene-gamma-butyrolactone moiety in dehydrocostus lactone is responsible for cytoprotective heme oxygenase-1 expression through activation of the nuclear factor E2-related factor 2 in HepG2 cells. PubMed: Inhibition of type A GABA receptors by L-type calcium channel blockers. PubMed: Enantioselectivity of alpha-benzyl-alpha-methyl-gamma-butyrolactone-mediated modulation of anticonvulsant activity and GABA(A) receptor function. PubMed: Pentylenetetrazole-induced inhibition of recombinant gamma-aminobutyric acid type A (GABA(A)) receptors: mechanism and site of action. PubMed: Sites of reaction of pilocarpine. PubMed: Voltage-dependent calcium channels as targets for convulsant and anticonvulsant alkyl-substituted thiobutyrolactones. PubMed: The inhibitory effects of nicotinic antagonists on currents elicited by GABA in rat hippocampal neurons. PubMed: Multiple mechanisms of picrotoxin block of GABA-induced currents in rat hippocampal neurons. PubMed: Bihaptens with 5- and 6-methyl-substituted alkylcatechols and methylene lactone functional groups: tools for hapten (allergen or tolerogen)-protein interaction studies. PubMed: Direct observation of a fluorinated anticonvulsant in brain tissue using 19F-NMR techniques. PubMed: Relative anticonvulsant effects of GABAmimetic and GABA modulatory agents. PubMed: Gamma-butyrolactone antagonism of the picrotoxin receptor: comparison of a pure antagonist and a mixed antagonist/inverse agonist. PubMed: Modulation of the picrotoxin receptor by fluorinated ethyl, methyl-butyrolactones. PubMed: Alkyl-substituted thiolo-, thiono-, and dithio-gamma-butyrolactones: new classes of convulsant and anticonvulsant agents. PubMed: Alpha-substituted gamma-butyrolactones: new class of anticonvulsant drugs.