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
Surface characterization and platelet adhesion studies of aliphatic polyurethanes grafted by fluorocarbon oligomers: effect of fluorocarbon chain length and carboxylic acid group.	2002 Jan	15348203
Synthesis of double-headed 2-5A-antisense chimeras and their ability to activate human RNase L.	2003	14510381
Purification and characterization of novel salt-active acharan sulfate lyase from Bacteroides stercoris HJ-15.	2003 Aug	12869191
Poly(ether ester amide)s for tissue engineering.	2003 Jul	12726718
Vertically stratified flows in microchannels. Computational simulations and applications to solvent extraction and ion exchange.	2003 Jul 15	14570209
Drosophila metabolize 1,4-butanediol into gamma-hydroxybutyric acid in vivo.	2003 Jul 25	12892832
[Synthesis, characterization and blood compatibility studies of biomedical aliphatic polyurethanes].	2003 Jun	12856596
Lipase-catalyzed enantioselective esterification of (S)-naproxen hydroxyalkyl ester in organic media.	2003 Mar	12882564
Intoxication due to 1,4-butanediol.	2003 May 5	12787662
Lipase-catalyzed polycondensations: effect of substrates and solvent on chain formation, dispersity, and end-group structure.	2003 May-Jun	12741768
Synthesis of double-headed 2-5A-antisense chimeras and their ability to activate human RNase L.	2003 Nov 17	14592484
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 Nov-Dec	14606915
New Zealand's first fatality linked to use of 1,4-butanediol (1,4-B, Fantasy): no evidence of coingestion or comorbidity.	2003 Oct 24	14583808
Crosslinked poly(methyl vinyl ether-co-maleic anhydride) as topical vehicles for hydrophilic and lipophilic drugs.	2003 Oct-Dec	14612339
Aquatic toxicity of selected chemicals as a basic criterion for environmental classification.	2003 Sep	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 Sep	14513771
Cellular interactions and degradation of aliphatic poly(ester amide)s derived from glycine and/or 4-amino butyric acid.	2003 Sep	12809774
Effects of temperature, inoculum size and starch hydrolyzate concentration on butanediol production by Bacillus licheniformis.	2003 Sep	12699930
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 Sep 25	14507952
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
Design, synthesis and properties of a degradable polyurethane scaffold for meniscus regeneration.	2004 Apr	15332611
Comparison of the actions of gamma-butyrolactone and 1,4-butanediol in Swiss-Webster mice.	2004 Apr	15099915
Changes in macrophage function and morphology due to biomedical polyurethane surfaces undergoing biodegradation.	2004 Apr	14978730
The inkjet cleaner "Hurricane"--another GhB recipe.	2004 Dec	15587253
Butane-1,4-diyl bis(chloroacetate).	2004 Dec	15579962
Interaction between 1,4-butanediol and ethanol on operant responding and the cardiovascular system.	2004 Dec 3	15588627
Preparation of macrocyclic 15N-labelled oligoaminodeoxysaccharides as probes for RNA-binding.	2004 Dec 7	15565236
Determination of gamma-hydroxybutyric acid in biological fluids by using capillary electrophoresis with indirect detection.	2004 Feb 5	14698260
The crystal structures of Klebsiella pneumoniae acetolactate synthase with enzyme-bound cofactor and with an unusual intermediate.	2004 Jan 16	14557277
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 Jan 2	14753784
Chronic 1,4-butanediol treatment in rats: cross-tolerance to gamma-hydroxybutyrate and (+/-)-baclofen.	2004 Jan 26	14744611
Synthesis and characterization of polyurethane and poly(ether urethane) nanocapsules using a new technique of interfacial polycondensation combined to spontaneous emulsification.	2004 Jan 9	14698580
Comparison of monolithic silica and polymethacrylate capillary columns for LC.	2004 Jul	15354556
Influence of reinforcer type and route of administration on gamma-hydroxybutyrate discrimination in rats.	2004 Jul	14991222
Monolithic columns with mixed modes of reversed-phase and anion-exchange stationary phase for capillary electrochromatography.	2004 Jul 30	15354443
Discriminative stimulus effects of gamma-hydroxybutyrate in pigeons: role of diazepam-sensitive and -insensitive GABA(A) and GABA(B) receptors.	2004 Mar	14718595
Metabolic analysis of acetate accumulation during xylose consumption by Paenibacillus polymyxa.	2004 Mar	14556038
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 May	14742739
Simultaneous analysis of gamma-hydroxybutyric acid and its precursors in urine using liquid chromatography-tandem mass spectrometry.	2004 Nov 12	15595536
4-methylpyrazole decreases 1,4-butanediol toxicity by blocking its in vivo biotransformation to gamma-hydroxybutyric acid.	2004 Oct	15542758
Enhanced production of acetoin and butanediol in recombinant Enterobacter aerogenes carrying Vitreoscilla hemoglobin gene.	2004 Oct	15309606
GHB (gamma-hydroxybutyrate) carrier-mediated transport across the blood-brain barrier.	2004 Oct	15173314
Adsorption of naphthalene on zeolite from aqueous solution.	2004 Sep 1	15276034
Optimization of binary porogen solvent composition for preparation of butyl methacrylate monoliths in capillary liquid chromatography.	2004 Sep 17	15499916
Biodegradation of aliphatic homopolyesters and aliphatic-aromatic copolyesters by anaerobic microorganisms.	2004 Sep-Oct	15360276
Physical characterizations of microemulsion systems using tocopheryl polyethylene glycol 1000 succinate (TPGS) as a surfactant for the oral delivery of protein drugs.	2005 Feb 2	15653166
In vitro degradation of polyurethane orthodontic elastomeric modules.	2005 Jan	15634305

Patents

Substance Class	Chemical Created by `admin` on `Wed Jul 05 23:07:39 UTC 2023` Edited by `admin` on `Wed Jul 05 23:07:39 UTC 2023`
Record UNII	7XOO2LE6G3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,4-BUTANEDIOL

Official Name

English

1,4-BUTANEDIOL [MI]

Common Name

English

NSC-406696

Code

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-BUTANEDIOL [INCI]

Common Name

English

1,4-DIHYDROXYBUTANE

Systematic Name

English

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-1,4-Butanediol