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
Phase separation and physical properties of PEO-containing poly(ether ester amide)s.	2002	12555900
The effect of oxidation on the enzyme-catalyzed hydrolytic biodegradation of poly(urethane)s.	2002	12182550
Treatment of a 1,4-butanediol poisoning with fomepizole.	2002	11990207
Central effects of 1,4-butanediol are mediated by GABA(B) receptors via its conversion into gamma-hydroxybutyric acid.	2002 Apr 26	12063087
Simultaneous analysis of gamma-hydroxybutyric acid, gamma-butyrolactone, and 1,4-butanediol by micellar electrokinetic chromatography.	2002 Feb 18	11909651
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
Gamma hydroxybutyric acid (GHB) intoxication.	2002 Jul	12093716
WBC filtration of whole blood after prolonged storage at ambient temperature by use of an in-line filter collection system.	2002 Jun	12147026
First preparation of spacer-linked cyclic neooligoaminodeoxysaccharides.	2002 Jun 17	12391650
Production of gamma-hydroxybutyric acid in postmortem liver increases with time after death.	2002 Mar 28	11888704
Recovery of small bioparticles by interfacial partitioning.	2002 May 20	11948442
Human macrophage-mediated biodegradation of polyurethanes: assessment of candidate enzyme activities.	2002 Oct	12162329
Evaluation of the reinforcing and discriminative stimulus effects of 1,4-butanediol and gamma-butyrolactone in rhesus monkeys.	2003 Apr 11	12679147
Thermodynamic parameters monitoring the equilibrium shift of enzyme-catalyzed hydrolysis/synthesis reactions in favor of synthesis in mixtures of water and organic solvent.	2003 Jan 20	12451553
Poly(ether ester amide)s for tissue engineering.	2003 Jul	12726718
Adenosine-5'-O-phosphorylated and adenosine-5'-O-phosphorothioylated polyols as strong inhibitors of (symmetrical) and (asymmetrical) dinucleoside tetraphosphatases.	2003 Jul 15	12697025
Lipase-catalyzed enantioselective esterification of (S)-naproxen hydroxyalkyl ester in organic media.	2003 Mar	12882564
Chiral direction and interconnection of helical three-connected networks in metal-organic frameworks.	2003 Mar 10	12611524
Through-shell alkyllithium additions and borane reductions.	2003 Mar 21	12636365
Synthesis and characterization of poly(butylene succinate-co-butylene malate): a new biodegradable copolyester bearing hydroxyl pendant groups.	2003 Mar-Apr	12625743
The role of GABAB receptors in the discriminative stimulus effects of gamma-hydroxybutyrate in rats: time course and antagonism studies.	2003 May	12606639
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
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
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
Interaction between 1,4-butanediol and ethanol on operant responding and the cardiovascular system.	2004 Dec 3	15588627
Determination of gamma-hydroxybutyric acid in biological fluids by using capillary electrophoresis with indirect detection.	2004 Feb 5	14698260
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
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
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 `Fri Dec 16 17:42:54 UTC 2022` Edited by `admin` on `Fri Dec 16 17:42:54 UTC 2022`
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