cis-1,4-Cyclohexanediol
Product Information
Molecular Formula
C6H12O2
Molecular Weight
116.16
Description
cis-1,4-Cyclohexanediol is a metabolite of the side-chain of candesartan cilexetil, which is an angiotensin receptor blocker used mainly for the treatment of high blood pressure and congestive heart failure.
Synonyms
cis-Cyclohexane-1,4-diol; cis-Hexahydrohydroquinone; cis-Quinitol; cis-1,4-Dihydroxycyclohexane
IUPAC Name
(1s,4s)-cyclohexane-1,4-diol
SMILES
C1CC(CCC1O)O
InChI
InChI=1S/C6H12O2/c7-5-1-2-6(8)4-3-5/h5-8H,1-4H2/t5-,6+
InChI Key
VKONPUDBRVKQLM-OLQVQODUSA-N
Boiling Point
252.4±0.0°C at 760 mmHg
Melting Point
98-100°C
Purity
≥95%
Density
1.156±0.06 g/cm3 (Predicted)
Appearance
White to off-white crystalline powder
Storage
Store at 2-8°C
Safety Information
Precautionary Statement
P264, P270, P301+P317, P330, and P501
Signal Word
Warning
Computed Properties
XLogP3
0.2
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
116.083729621 g/mol
Monoisotopic Mass
116.083729621 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
8
Formal Charge
0
Complexity
54.9
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114133507-A | One-pot preparation method of bio-based degradable polyurethane | 2021-12-29 |
| CN-114044889-A | High-wear-resistance scratch-resistant modified alkyd resin and preparation method thereof | 2021-12-27 |
| CN-114163911-A | Self-repairing coating applied to paint surface protective film | 2021-12-24 |
| CN-114133823-A | Self-flame-retardant modified polyurethane-epoxy resin water-based paint with good wettability | 2021-12-23 |
| CN-114031757-A | Nano silicon dioxide modified polyester and preparation method and application thereof | 2021-12-16 |
| CN-114133846-A | Allyl polyoxyethylene ether phosphate modified alkyd resin water-based paint | 2021-12-15 |
| CN-113980225-A | Hydroxypropyl distarch phosphate modified waterborne polyurethane resin and preparation method thereof | 2021-12-09 |
| CN-114015054-A | Phthalic anhydride organic silicon dihydric alcohol, preparation method and thermoplastic phenyl silicon polyurethane adhesive | 2021-12-09 |
| CN-114044887-A | Hyperbranched hydroxypropyl distarch phosphate modified waterborne alkyd resin and preparation method thereof | 2021-12-09 |
| CN-114106677-A | Hydroxypropyl distarch phosphate modified polyurethane resin water-based functional coating | 2021-12-09 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21669264 | 2011-08-30 | Synergistic effect of 1,4-cyclohexanediol and 1,2-hexanediol on percutaneous absorption and penetration of metronidazole | International journal of pharmaceutics |
| 21754231 | 2011-04-01 | 2-[(1R*,4R*)-1,4-Dihy-droxy-cyclo-hex-yl]acetic acid | Acta crystallographica. Section E, Structure reports online |
| 20025951 | 2010-03-15 | Effect of 1,4-cyclohexanediol on percutaneous absorption and penetration of azelaic acid | International journal of pharmaceutics |
| 19430194 | 2009-01-01 | Oxidation of cyclohexanediol derivatives with 12-tungstophosphoric acid-hydrogen peroxide system | Journal of oleo science |
| 18799846 | 2008-10-01 | Hydrogen-bond patterns and the structures of 1,4-cyclohexanediol: 2:1 cis:trans-1,4-cyclohexanediol | Acta crystallographica. Section B, Structural science |
| 18455344 | 2008-08-05 | Studies on 1-alkylamine adduct formation in electrospray ionization mass spectrometry for quantitative analysis | Journal of pharmaceutical and biomedical analysis |
| 21200848 | 2007-12-18 | trans-Cyclo-hexane-1,4-diyl bis-(4-nitro-phen-yl) dicarbonate | Acta crystallographica. Section E, Structure reports online |
| 16977465 | 2007-01-01 | A gene linB2 responsible for the conversion of beta-HCH and 2,3,4,5,6-pentachlorocyclohexanol in Sphingomonas sp. BHC-A | Applied microbiology and biotechnology |
| 16749766 | 2006-06-09 | Hyperconjugation and the increasing bulk of OCOCX3 substituents in trans-1,4-disubstituted cyclohexanes destabilize the diequatorial conformer | The Journal of organic chemistry |
| 15521220 | 2004-09-01 | Natural and synthetic polyesters for musculoskeletal tissue repair: experimental in vitro and in vivo evaluations | The International journal of artificial organs |
