1,4-Butanediol

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H10O2
Molecular Weight	90.121
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCCCCO

InChI

InChIKey=WERYXYBDKMZEQL-UHFFFAOYSA-N

InChI=1S/C4H10O2/c5-3-1-2-4-6/h5-6H,1-4H2

HIDE SMILES / InChI

Molecular Formula	C4H10O2
Molecular Weight	90.121
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Physical characterizations of microemulsion systems using tocopheryl polyethylene glycol 1000 succinate (TPGS) as a surfactant for the oral delivery of protein drugs.	2005-02-02	15653166
In vitro degradation of polyurethane orthodontic elastomeric modules.	2005-01	15634305
Preparation of macrocyclic 15N-labelled oligoaminodeoxysaccharides as probes for RNA-binding.	2004-12-07	15565236
Interaction between 1,4-butanediol and ethanol on operant responding and the cardiovascular system.	2004-12-03	15588627
The inkjet cleaner "Hurricane"--another GhB recipe.	2004-12	15587253
Butane-1,4-diyl bis(chloroacetate).	2004-12	15579962
Simultaneous analysis of gamma-hydroxybutyric acid and its precursors in urine using liquid chromatography-tandem mass spectrometry.	2004-11-12	15595536
4-methylpyrazole decreases 1,4-butanediol toxicity by blocking its in vivo biotransformation to gamma-hydroxybutyric acid.	2004-10	15542758
Enhanced production of acetoin and butanediol in recombinant Enterobacter aerogenes carrying Vitreoscilla hemoglobin gene.	2004-10	15309606
GHB (gamma-hydroxybutyrate) carrier-mediated transport across the blood-brain barrier.	2004-10	15173314
Optimization of binary porogen solvent composition for preparation of butyl methacrylate monoliths in capillary liquid chromatography.	2004-09-17	15499916
Biodegradation of aliphatic homopolyesters and aliphatic-aromatic copolyesters by anaerobic microorganisms.	2004-09-14	15360276
Adsorption of naphthalene on zeolite from aqueous solution.	2004-09-01	15276034
Monolithic columns with mixed modes of reversed-phase and anion-exchange stationary phase for capillary electrochromatography.	2004-07-30	15354443
Comparison of monolithic silica and polymethacrylate capillary columns for LC.	2004-07	15354556
Influence of reinforcer type and route of administration on gamma-hydroxybutyrate discrimination in rats.	2004-07	14991222
The Discriminative stimulus effects of gamma-hydroxybutyrate and related compounds in rats discriminating baclofen or diazepam: The role of GABA(B) and GABA(A) receptors.	2004-05	14742739
Design, synthesis and properties of a degradable polyurethane scaffold for meniscus regeneration.	2004-04	15332611
Comparison of the actions of gamma-butyrolactone and 1,4-butanediol in Swiss-Webster mice.	2004-04	15099915
Changes in macrophage function and morphology due to biomedical polyurethane surfaces undergoing biodegradation.	2004-04	14978730
Discriminative stimulus effects of gamma-hydroxybutyrate in pigeons: role of diazepam-sensitive and -insensitive GABA(A) and GABA(B) receptors.	2004-03	14718595
Metabolic analysis of acetate accumulation during xylose consumption by Paenibacillus polymyxa.	2004-03	14556038
Determination of gamma-hydroxybutyric acid in biological fluids by using capillary electrophoresis with indirect detection.	2004-02-05	14698260
Chronic 1,4-butanediol treatment in rats: cross-tolerance to gamma-hydroxybutyrate and (+/-)-baclofen.	2004-01-26	14744611
The crystal structures of Klebsiella pneumoniae acetolactate synthase with enzyme-bound cofactor and with an unusual intermediate.	2004-01-16	14557277
Synthesis and characterization of polyurethane and poly(ether urethane) nanocapsules using a new technique of interfacial polycondensation combined to spontaneous emulsification.	2004-01-09	14698580
Development of a solid-phase extraction method for simultaneous extraction of adipic acid, succinic acid and 1,4-butanediol formed during hydrolysis of poly(butylene adipate) and poly(butylene succinate).	2004-01-02	14753784
Production of L-2,3-butanediol by a new pathway constructed in Escherichia coli.	2004	15548307
The gamma-hydroxybutyrate withdrawal syndrome.	2004	15298492
Gamma-hydroxybutyrate: bridging the clinical-analytical gap.	2004	15298491
Gamma-butyrolactone and 1,4-butanediol: abused analogues of gamma-hydroxybutyrate.	2004	15298490
Synthesis of double-headed 2-5A-antisense chimeras and their ability to activate human RNase L.	2003-11-17	14592484
Crosslinked poly(methyl vinyl ether-co-maleic anhydride) as topical vehicles for hydrophilic and lipophilic drugs.	2003-11-13	14612339
Syntheses and physical characterization of new aliphatic triblock poly(L-lactide-b-butylene succinate-b-L-lactide)s bearing soft and hard biodegradable building blocks.	2003-11-11	14606915
New Zealand's first fatality linked to use of 1,4-butanediol (1,4-B, Fantasy): no evidence of coingestion or comorbidity.	2003-10-24	14583808
Case records of the Massachusetts General Hospital. Weekly clinicopathological exercises. Case 30-2003. A 21-year-old man with sudden alteration of mental status.	2003-09-25	14507952
Aquatic toxicity of selected chemicals as a basic criterion for environmental classification.	2003-09	14677368
[Investigation of the cause of polyurethane catheter cracking during constant infusion of etoposide (VP-16) injection (2)--Analysis of ethanol eluting materials from catheter].	2003-09	14513771
Cellular interactions and degradation of aliphatic poly(ester amide)s derived from glycine and/or 4-amino butyric acid.	2003-09	12809774
Effects of temperature, inoculum size and starch hydrolyzate concentration on butanediol production by Bacillus licheniformis.	2003-09	12699930
Purification and characterization of novel salt-active acharan sulfate lyase from Bacteroides stercoris HJ-15.	2003-08	12869191
Drosophila metabolize 1,4-butanediol into gamma-hydroxybutyric acid in vivo.	2003-07-25	12892832
Vertically stratified flows in microchannels. Computational simulations and applications to solvent extraction and ion exchange.	2003-07-15	14570209
Poly(ether ester amide)s for tissue engineering.	2003-07	12726718
[Synthesis, characterization and blood compatibility studies of biomedical aliphatic polyurethanes].	2003-06	12856596
Lipase-catalyzed polycondensations: effect of substrates and solvent on chain formation, dispersity, and end-group structure.	2003-05-14	12741768
Intoxication due to 1,4-butanediol.	2003-05-05	12787662
Lipase-catalyzed enantioselective esterification of (S)-naproxen hydroxyalkyl ester in organic media.	2003-03	12882564
Synthesis of double-headed 2-5A-antisense chimeras and their ability to activate human RNase L.	2003	14510381
Surface characterization and platelet adhesion studies of aliphatic polyurethanes grafted by fluorocarbon oligomers: effect of fluorocarbon chain length and carboxylic acid group.	2002-01	15348203

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:03:56 GMT 2025` Edited by `admin` on `Mon Mar 31 18:03:56 GMT 2025`
Record UNII	7XOO2LE6G3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-406696

Preferred Name

English

1,4-Butanediol

Official Name

English

1,4-BUTANEDIOL [MI]

Common Name

English

1,4-BUTANEDIOL [HSDB]

Common Name

English

1,4-BUTYLENE GLYCOL

Systematic Name

English

1,4-TETRAMETHYLENE GLYCOL

Common Name

English

BUTANE-1,4-DIOL

Systematic Name

English

TETRAMETHYLENE GLYCOL

Systematic Name

English

1,4-DIHYDROXYBUTANE

Systematic Name

English

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-1,4-Butanediol