2,5-hexanediol profile

2,5-Hexanediol is a colorless, viscous liquid with a faint sweet odor. It is a chiral compound, meaning it exists in two enantiomeric forms, (R,R)-2,5-hexanediol and (S,S)-2,5-hexanediol. It can be synthesized by various methods, including the hydrogenation of 2,5-hexanedione, the reduction of 2,5-hexanedione using sodium borohydride, and the hydroboration-oxidation of 1-hexyne. 2,5-Hexanediol has a range of applications, including as a solvent, a plasticizer, and an intermediate in the synthesis of other chemicals. It has also been studied for its potential as a biofuel. The compound is known to be toxic to humans and animals, causing neurological damage. It is also a known skin irritant and sensitizer. 2,5-hexanediol is used as a building block in the production of various chemicals and materials, including polymers, resins, and pharmaceuticals. Research into 2,5-hexanediol focuses on its toxicity, environmental fate, and potential applications in various fields.'

hexane-2,5-diol : A glycol that is hexane substituted by hydroxy groups at positions 2 and 5. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	18049
CHEBI ID	84894
SCHEMBL ID	37610
MeSH ID	M0051414

Synonym
2,5-hexanediol
diisopropanol
wln: qy1&2yq1
nsc-3699
2,5-dihydroxyhexane
2935-44-6
nsc3699
einecs 220-910-3
nsc 3699
brn 1719248
ai3-07556
2,5-hexyleneglycol
hexane-2,5-diol
H0100
AKOS009156442
4-01-00-02562 (beilstein handbook reference)
CHEBI:84894
A819880
FT-0604676
FT-0610496
FT-0604659
SCHEMBL37610
2,5-hexandiol
W-106994
hexan-2,5-diol
mfcd00004557
2,5-hexylene glycol
DTXSID50871000
Q27158159
F17534
Q2619856
(2r,5r)-2,5-hexandiole
2.5-hexanediol
SB44233
EN300-51760
SY062357
CS-0377979
SY067011
SY051612

Excerpt	Reference	Relevance
"This investigation was designed to study the neurotoxicity produced in hens by the aliphatic hexacarbons n-hexane, methyl n-butyl ketone (MnBK), 2,5-hexanediol (2,5-HDOH), and 2,5-hexanedione (2,5-HD) following daily dermal application of each chemical alone and in combination with O-ethyl O-4-nitrophenyl phenylphosphonothioate (EPN)."	( Pattern of neurotoxicity of n-hexane, methyl n-butyl ketone, 2,5-hexanediol, and 2,5-hexanedione alone and in combination with O-ethyl O-4-nitrophenyl phenylphosphonothioate in hens. Abou-Donia, MB; Campbell, GM; Makkawy, HM, 1985)	0.71

Excerpt	Relevance	Reference
"Rats have been dosed with 2,5-hexanediol for 48 days and then allowed to recover."	( The pattern of recovery of axons in the nervous system of rats following 2,5-hexanediol intoxication: a question of rheology? Cavanagh, JB, )	0.66

Class	Description
glycol	A diol in which the two hydroxy groups are on different carbon atoms, usually but not necessarily adjacent.
secondary alcohol	A secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	18 (66.67)	18.7374
1990's	3 (11.11)	18.2507
2000's	3 (11.11)	29.6817
2010's	2 (7.41)	24.3611
2020's	1 (3.70)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	29 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
acetone methyl ketone : A ketone of formula RC(=O)CH3 (R =/= H).	6.95	1	ketone body; methyl ketone; propanones; volatile organic compound	EC 3.5.1.4 (amidase) inhibitor; human metabolite; polar aprotic solvent
adipic acid adipic acid : An alpha,omega-dicarboxylic acid that is the 1,4-dicarboxy derivative of butane.	2.15	1	alpha,omega-dicarboxylic acid; dicarboxylic fatty acid	food acidity regulator; human xenobiotic metabolite
lactic acid Lactic Acid: A normal intermediate in the fermentation (oxidation, metabolism) of sugar. The concentrated form is used internally to prevent gastrointestinal fermentation. (From Stedman, 26th ed). 2-hydroxypropanoic acid : A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.	2.01	1	2-hydroxy monocarboxylic acid	algal metabolite; Daphnia magna metabolite
1-anilino-8-naphthalenesulfonate 1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.	2.03	1	aminonaphthalene; naphthalenesulfonic acid	fluorescent probe
amphetamine Amphetamine: A powerful central nervous system stimulant and sympathomimetic. Amphetamine has multiple mechanisms of action including blocking uptake of adrenergics and dopamine, stimulation of release of monamines, and inhibiting monoamine oxidase. Amphetamine is also a drug of abuse and a psychotomimetic. The l- and the d,l-forms are included here. The l-form has less central nervous system activity but stronger cardiovascular effects. The d-form is DEXTROAMPHETAMINE.. 1-phenylpropan-2-amine : A primary amine that is isopropylamine in which a hydrogen attached to one of the methyl groups has been replaced by a phenyl group.. amphetamine : A racemate comprising equimolar amounts of (R)-amphetamine (also known as levamphetamine or levoamphetamine) and (S)-amphetamine (also known as dexamfetamine or dextroamphetamine.	1.96	1	primary amine
spiperone Spiperone: A spiro butyrophenone analog similar to HALOPERIDOL and other related compounds. It has been recommended in the treatment of SCHIZOPHRENIA.. spiperone : An azaspiro compound that is 1,3,8-triazaspiro[4.5]decane which is substituted at positions 1, 4, and 8 by phenyl, oxo, and 4-(p-fluorophenyl)-4-oxobutyl groups, respectively.	1.96	1	aromatic ketone; azaspiro compound; organofluorine compound; piperidines; tertiary amino compound	alpha-adrenergic antagonist; antipsychotic agent; dopaminergic antagonist; psychotropic drug; serotonergic antagonist
apomorphine Apomorphine: A derivative of morphine that is a dopamine D2 agonist. It is a powerful emetic and has been used for that effect in acute poisoning. It has also been used in the diagnosis and treatment of parkinsonism, but its adverse effects limit its use.	1.96	1	aporphine alkaloid	alpha-adrenergic drug; antidyskinesia agent; antiparkinson drug; dopamine agonist; emetic; serotonergic drug
methylethyl ketone methylethyl ketone: solvent; colorless synthetic resins, smokeless powders; may be irritating to eyes, mucous membranes; may be toxic in high concentrations; structure. butanone : Any ketone that is butane substituted by an oxo group at unspecified position.. butan-2-one : A dialkyl ketone that is a four-carbon ketone carrying a single keto- group at position C-2.	1.98	1	butanone; dialkyl ketone; methyl ketone; volatile organic compound	bacterial metabolite; polar aprotic solvent
terephthalic acid terephthalic acid: RN given refers to 1,4-benzenedicarboxylic acid. terephthalic acid : A benzenedicarboxylic acid carrying carboxy groups at positions 1 and 4. One of three possible isomers of benzenedicarboxylic acid, the others being phthalic and isophthalic acids.	2.15	1	benzenedicarboxylic acid
2-methylpentane Hexanes: Six-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives. Various polyneuropathies are caused by hexane poisoning.	3.06	5	alkane
pentane Pentanes: Five-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives.. pentane : A straight chain alkane consisting of 5 carbon atoms.	1.95	1	alkane; volatile organic compound	non-polar solvent; refrigerant
2,5-hexanedione 2,5-hexanedione: metabolite of methyl-n-butyl ketone. 2,5-hexanedione : A diketone that is hexane substituted by oxo groups at positions 2 and 5. It is a toxic metabolite of hexane and of 2-hexanone	3.21	6	diketone; methyl ketone	human xenobiotic metabolite; neurotoxin
2-heptanone heptan-2-one : A dialkyl ketone with methyl and pentyl as the alkyl groups.	6.95	1	dialkyl ketone; methyl ketone	mouse metabolite; pheromone
n-hexane hexane : An unbranched alkane containing six carbon atoms.	2.88	4	alkane; volatile organic compound	neurotoxin; non-polar solvent
1,5-pentanediol [no description available]	1.95	1	primary alcohol
methyl n-butyl ketone Methyl n-Butyl Ketone: An industrial solvent which causes nervous system degeneration. MBK is an acronym often used to refer to it.. hexanone : A ketone that is a hexane carrying an oxo substituent at unspecified position.	2.87	4	ketone
2,3-pentanedione pentane-2,3-dione : An alpha-diketone that is pentane substituted at the 2- and 3-positions by oxo groups.	1.95	1	alpha-diketone; methyl ketone	flavouring agent
2,4-pentanediol 2,4-pentanediol: RN given refers to parent cpd	2.03	1
phenylphosphonothioic acid, 2-ethyl 2-(4-nitrophenyl) ester Phenylphosphonothioic Acid, 2-Ethyl 2-(4-Nitrophenyl) Ester: An organothiophosphorus cholinesterase inhibitor that is used as an insecticide and as a acaricide.	2.37	2	organic phosphonate; organothiophosphate insecticide; phosphonic ester	acaricide; agrochemical; EC 3.1.1.7 (acetylcholinesterase) inhibitor
ruthenium Ruthenium: A hard, brittle, grayish-white rare earth metal with an atomic symbol Ru, atomic number 44, and atomic weight 101.07. It is used as a catalyst and hardener for PLATINUM and PALLADIUM.	2.03	1	iron group element atom; platinum group metal atom
2,4-hexanedione [no description available]	1.97	1
2,5-furandicarboxylic acid furan-2,5-dicarboxylic acid : A member of the class of furans carrying two carboxy substituents at positions 2 and 5.	2.15	1	dicarboxylic acid; furans	human urinary metabolite

Condition	Relationship Strength	Studies
Adrenal Cancer [description not available]	2.21	1
Pheochromocytoma, Extra-Adrenal [description not available]	2.21	1
Pheochromocytoma A usually benign, well-encapsulated, lobular, vascular tumor of chromaffin tissue of the ADRENAL MEDULLA or sympathetic paraganglia. The cardinal symptom, reflecting the increased secretion of EPINEPHRINE and NOREPINEPHRINE, is HYPERTENSION, which may be persistent or intermittent. During severe attacks, there may be HEADACHE; SWEATING, palpitation, apprehension, TREMOR; PALLOR or FLUSHING of the face, NAUSEA and VOMITING, pain in the CHEST and ABDOMEN, and paresthesias of the extremities. The incidence of malignancy is as low as 5% but the pathologic distinction between benign and malignant pheochromocytomas is not clear. (Dorland, 27th ed; DeVita Jr et al., Cancer: Principles & Practice of Oncology, 3d ed, p1298)	2.21	1
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	3.06	5
Atrophy Decrease in the size of a cell, tissue, organ, or multiple organs, associated with a variety of pathological conditions such as abnormal cellular changes, ischemia, malnutrition, or hormonal changes.	2.37	2
Nervous System Disorders [description not available]	1.96	1
Nervous System Diseases Diseases of the central and peripheral nervous system. This includes disorders of the brain, spinal cord, cranial nerves, peripheral nerves, nerve roots, autonomic nervous system, neuromuscular junction, and muscle.	1.96	1
Nerve Degeneration Loss of functional activity and trophic degeneration of nerve axons and their terminal arborizations following the destruction of their cells of origin or interruption of their continuity with these cells. The pathology is characteristic of neurodegenerative diseases. Often the process of nerve degeneration is studied in research on neuroanatomical localization and correlation of the neurophysiology of neural pathways.	2.36	2
Aging The gradual irreversible changes in structure and function of an organism that occur as a result of the passage of time.	1.96	1
Delayed Hypersensitivity [description not available]	1.96	1
Ataxia Impairment of the ability to perform smoothly coordinated voluntary movements. This condition may affect the limbs, trunk, eyes, pharynx, larynx, and other structures. Ataxia may result from impaired sensory or motor function. Sensory ataxia may result from posterior column injury or PERIPHERAL NERVE DISEASES. Motor ataxia may be associated with CEREBELLAR DISEASES; CEREBRAL CORTEX diseases; THALAMIC DISEASES; BASAL GANGLIA DISEASES; injury to the RED NUCLEUS; and other conditions.	1.96	1

2,5-hexanediol

Description

Cross-References

Synonyms (39)

Research Excerpts

Compound-Compound Interactions

Dosage Studied

Drug Classes (2)

Research

Studies (27)

Market Indicators

Research Demand Index: 37.73

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