1,4-cyclohexanediol profile

## 1,4-Cyclohexanediol: A Versatile Building Block

1,4-Cyclohexanediol is a cyclic diol, meaning it's a six-membered ring containing two hydroxyl (-OH) groups at positions 1 and 4. It is a white, crystalline solid with a melting point of 102-104 °C.

**Why is 1,4-cyclohexanediol important for research?**

1. **Versatile building block:** It serves as a valuable starting material for the synthesis of various organic compounds, including pharmaceuticals, polymers, and agrochemicals. Its two hydroxyl groups provide reactivity for a wide range of chemical transformations.
2. **Chirality and enantiomers:** The molecule exists in two enantiomeric forms (cis and trans) due to the different spatial arrangements of the hydroxyl groups. These different enantiomers can exhibit different biological activities, making them valuable for drug development.
3. **Polymers and materials:** 1,4-Cyclohexanediol can be incorporated into polymers, leading to materials with desired properties like flexibility, strength, and biodegradability.
4. **Pharmaceuticals:** It's used as an intermediate in the synthesis of various pharmaceutical compounds, such as anti-inflammatories, anti-cancer drugs, and antibiotics.
5. **Agrochemicals:** It's a crucial component in the synthesis of pesticides and herbicides that enhance crop yields and protect against pests and diseases.

**Research applications of 1,4-cyclohexanediol:**

* **Synthesis of chiral catalysts:** Its enantiomeric forms can be used to design chiral catalysts for enantioselective synthesis, leading to more efficient and environmentally friendly chemical processes.
* **Development of biodegradable polymers:** It's being explored as a building block for biodegradable polymers that could offer environmentally friendly alternatives to traditional plastics.
* **Design of novel drug candidates:** Its unique structure and functional groups make it a promising starting point for the development of novel drugs with improved efficacy and reduced side effects.

Overall, 1,4-cyclohexanediol is a versatile and valuable molecule with significant potential for research and development in various fields, ranging from materials science to pharmaceutical chemistry. Its unique structural features, combined with its reactivity, make it a cornerstone for the development of new and innovative technologies.

ID Source	ID
PubMed CID	11162
CHEMBL ID	3948618
SCHEMBL ID	275681
SCHEMBL ID	102859
SCHEMBL ID	28182
SCHEMBL ID	787503
MeSH ID	M0177982

Synonym
nsc5730
556-48-9
nsc5651
1,4-cyclohexanediol ,
nsc-5730
quinitol
6995-79-5
trans-1,4-dihydroxycyclohexane
trans-1,4-cyclohexanediol
nsc-5651
1,4-cyclohexanediol, trans-
1,4-cyclohexanediol, cis-
cis-1,4-cyclohexanediol
cyclohexane-1,4-diol
1,4-cyclohexanediol, 99%
cis-1,4-dihydroxycyclohexane
1,4-dihydroxycyclohexane
C2319
931-71-5
C2320
AKOS006282972
AKOS006283462
hexahydrohydroquinone
cis-cyclohexane-1,4-diol
EN300-75448
A830732
nsc 5730
ai3-06464
einecs 213-240-8
einecs 209-126-2
nsc 5651
ai3-52305
FT-0606824
trans-cyclohexane-1,4-diol
AB02551
PB27420
AKOS015912876
1,4-cyclohexanediol, cis + trans
TD8009
SCHEMBL275681
SCHEMBL102859
SCHEMBL28182
1,4-cyclohexanediol,c&t
1,4-cyclohexanediol cis+trans
quinitol,c&t
1,4-cyclohexanediol, (z)-
J-700165
1,4-cyclohexandiol
cis-4-hydroxy-cyclohexanol
mfcd00075462
mfcd00063612
(trans)-cyclohexane-1,4-diol
(1r,4r)-cyclohexane-1,4-diol
SCHEMBL787503
Q-200861
Q-201852
STR08594
1,4-cyclohexanediol, (e)-
CHEMBL3948618
(1s,4s)-cyclohexane-1,4-diol
CS-W007850
CS-W005575
mfcd00001448
FT-0726556
71J ,
CS-0049754
SY040970
AS-50386
Q16912255
DTXSID20871178
DTXSID60883614
DTXSID60878843
P10063
rac-(1s,4s)-cyclohexane-1,4-diol
SY001809
SY099933
Z1178486717

Assay ID	Title	Year	Journal	Article
AID1339468	Inhibition of wild type PI3K p110alpha/p85alpha niSH2 (unknown origin) expressed in baculovirus infected sf9 cells assessed as reduction in PIP3 formation at 100 uM using PIP2 as substrate after 45 mins by fluorescence polarization assay relative to contr	2017	Bioorganic & medicinal chemistry, 02-15, Volume: 25, Issue:4	Identification of allosteric binding sites for PI3Kα oncogenic mutant specific inhibitor design.
AID1339469	Inhibition of full length PI3Kalpha (unknown origin) assessed as reduction in PIP3 formation at 100 uM using PIP2 as substrate after 45 mins by fluorescence polarization assay relative to control	2017	Bioorganic & medicinal chemistry, 02-15, Volume: 25, Issue:4	Identification of allosteric binding sites for PI3Kα oncogenic mutant specific inhibitor design.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	2 (14.29)	18.7374
1990's	3 (21.43)	18.2507
2000's	4 (28.57)	29.6817
2010's	5 (35.71)	24.3611
2020's	0 (0.00)	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	16 (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
catechol [no description available]	2.15	1	catechols	allelochemical; genotoxin; plant metabolite
salicylic acid Scalp: The outer covering of the calvaria. It is composed of several layers: SKIN; subcutaneous connective tissue; the occipitofrontal muscle which includes the tendinous galea aponeurotica; loose connective tissue; and the pericranium (the PERIOSTEUM of the SKULL).	2.15	1	monohydroxybenzoic acid	algal metabolite; antifungal agent; antiinfective agent; EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor; keratolytic drug; plant hormone; plant metabolite
hexachlorocyclohexane Lindane: An organochlorine insecticide made up of greater than 99% gamma-Hexachlorocyclohexane. It has been used as a pediculicide and scabicide, and shown to cause cancer.. beta-hexachlorocyclohexane : The beta-isomer of hexachlorocyclohexane.	2.03	1	chlorocyclohexane
azelaic acid nonanedioic acid : An alpha,omega-dicarboxylic acid that is heptane substituted at positions 1 and 7 by carboxy groups.	7.05	1	alpha,omega-dicarboxylic acid; dicarboxylic fatty acid	antibacterial agent; antineoplastic agent; dermatologic drug; plant metabolite
fluorouracil Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.	2.15	1	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic
metronidazole Metronidazole: A nitroimidazole used to treat AMEBIASIS; VAGINITIS; TRICHOMONAS INFECTIONS; GIARDIASIS; ANAEROBIC BACTERIA; and TREPONEMAL INFECTIONS.. metronidazole : A member of the class of imidazoles substituted at C-1, -2 and -5 with 2-hydroxyethyl, nitro and methyl groups respectively. It has activity against anaerobic bacteria and protozoa, and has a radiosensitising effect on hypoxic tumour cells. It may be given by mouth in tablets, or as the benzoate in an oral suspension. The hydrochloride salt can be used in intravenous infusions. Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce the nitro group of metronidazole to give nitroso-containing intermediates. These can covalently bind to DNA, disrupting its helical structure, inducing DNA strand breaks and inhibiting bacterial nucleic acid synthesis, ultimately resulting in bacterial cell death.	2.48	2	C-nitro compound; imidazoles; primary alcohol	antiamoebic agent; antibacterial drug; antimicrobial agent; antiparasitic agent; antitrichomonal drug; environmental contaminant; prodrug; radiosensitizing agent; xenobiotic
bromoacetate [no description available]	6.93	1	carboxylic acid; organohalogen compound
2-methylindole 2-methylindole: SKATOLE refers to 3-methylindole; RN given refers to parent cpd; structure. 2-methyl-1H-indole : A methylindole that is 1H-indole substituted by a methyl group at position 2.	2.15	1	methylindole
2-methylpentane Hexanes: Six-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives. Various polyneuropathies are caused by hexane poisoning.	2.48	2	alkane
cyclohexanol Cyclohexanols: Monohydroxy derivatives of cyclohexanes that contain the general formula R-C6H11O. They have a camphorlike odor and are used in making soaps, insecticides, germicides, dry cleaning, and plasticizers.. cyclohexanols : An alcohol in which one or more hydroxy groups are attached to a cyclohexane skeleton.	8.94	13	cyclohexanols; secondary alcohol	solvent
cyclohexanone [no description available]	7.39	2	cyclohexanones	human xenobiotic metabolite
3-hydroxypyridine 3-hydroxypyridine: RN given refeirs to parent cpd. 3-pyridinol : A monohydroxypyridine that is pyridine in which the hydrogen at position 3 has been replaced by a hydroxy group. It has been detected as a thermal degradation product from the smoke of the burning leaves of Salvia divinorum, a Mexican psychoactive plant.	2.15	1	monohydroxypyridine
cyclohexane Cyclohexane: C6H12. cyclohexane : An alicyclic hydrocarbon comprising a ring of six carbon atoms; the cyclic form of hexane, used as a raw material in the manufacture of nylon.	6.94	1	cycloalkane; volatile organic compound	non-polar solvent
adamantane Adamantane: A tricyclo bridged hydrocarbon.	2.08	1	adamantanes; polycyclic alkane
lumazine lumazine: structure. 2,4-dihydroxypteridine : Any dihydroxypteridine in which the two hydroxy substituents are located at positions 2 and 4.. lumazine : A 2,4-dihydroxypteridine.	2.15	1	2,4-dihydroxypteridine
phloretic acid phloretic acid: structure. N-hydroxysuccinimide ester : An ester of N-hydroxysuccinimide.. phloretic acid : A hydroxy monocarboxylic acid consisting of propionic acid having a 4-hydroxyphenyl group at the 3-position.	2.15	1	hydroxy monocarboxylic acid	plant metabolite
cyclohexane-1,3-diol cyclohexane-1,3-diol: RN given refers to cpd without isomeric designation; structure	1.97	1
1,3-propanediol propane-1,3-diol : The simplest member of the class of propane-1,3-diols, consisting of propane in which one hydrogen from each methyl group is substituted by a hydroxy group. A colourless, viscous, water-miscible liquid with a high (210degreeC) boiling point, it is used in the synthesis of certain polymers and as a solvent and antifreeze.	2.08	1	propane-1,3-diols	metabolite; protic solvent
2-methoxybenzoic acid O-methylsalicylic acid : A methoxybenzoic acid that is the methyl ether of salicylic acid.	2.15	1	methoxybenzoic acid	flavouring agent; non-steroidal anti-inflammatory drug
2,6-diaminotoluene 2,6-diaminotoluene: RN given refers to parent cpd. 2,6-diaminotoluene : A diamine that is toluene in which both of the hydrogens ortho- to the methyl group are replaced by amino groups.	2.15	1	diamine; primary amino compound	mutagen
1,2-cyclohexanediol 1,2-cyclohexanediol: RN given refers to parent cpd. cyclohexane-1,2-diol : A diol that consists of a cyclohexane skeleton carrying two hydroxy substituents.	3.11	5	diol
2-aminobenzimidazole 2-aminobenzimidazole: metabolite of benomyl; RN given refers to parent cpd. 2-aminobenzimidazole : A member of the class of benzimidazoles that is benzimidazole in which the hydrogen at position 2 is replaced by an amino group.	2.15	1	benzimidazoles	marine xenobiotic metabolite
2-aminobenzyl alcohol 2-aminobenzyl alcohol: structure given in first source	2.15	1
tiletamine hydrochloride Cyclohexanones: Cyclohexane ring substituted by one or more ketones in any position.. cyclohexanones : Any alicyclic ketone based on a cyclohexane skeleton and its substituted derivatives thereof.	2.39	2
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	1.93	1	benzenes; phenyl acetates
triazoles Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.	1.93	1	1,2,3-triazole
2-chlorobenzenesulfonamide [no description available]	2.15	1
1,2-hexanediol [no description available]	7.48	2
2-amino-4-methyl-3-nitropyridine [no description available]	2.15	1
terconazole terconazole: structure & RN for (cis)-isomer from first source. terconazole : A racemate consisting of equimolar amounts of (2R,4S)- and (2S,4R)-terconazole. It has broad-spectrum antifungal activitiy and is used for the treatment of vaginal yeast infections (Candida).. (2R,4S)-terconazole : A 1-(4-{[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-isopropylpiperazine in which positions 2 and 4 of the 1,3-dioxolane moiety have R and S configuration, respectively.	1.93	1	1-(4-{[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-isopropylpiperazine
12-tungstophosphoric acid [no description available]	2.05	1

1,4-cyclohexanediol

Cross-References

Synonyms (77)

Bioassays (2)

Research

Studies (14)

Market Indicators

Research Demand Index: 42.04

Study Types