trans-Cyclohexane-1,2-dicarboxylic Acid
Product Information
Molecular Formula
C8H12O4
Molecular Weight
172.18
Description
trans-Cyclohexane-1,2-dicarboxylic Acid (CAS# 2305-32-0) is used as a reagent in the synthesis of enantiopure (α-cyanoalkyl)(tetrahydropyrido[4,3-b]indolecarbonyl)cyclohexanecarboxamides and its analogs as selective cathepsin K inhibitors for the treatment of osteoarthritis. Also used as a reagent in the synthesis of novel cyclopentanedicarboxamide sodium channel blockers as a potential treatment for chronic pain.
Synonyms
(1R,2R)-cyclohexane-1,2-dicarboxylic acid; (1R,2R)-cyclohexane-1,2-dicarboxylic acid
IUPAC Name
(1R,2R)-cyclohexane-1,2-dicarboxylic acid
SMILES
C1CCC(C(C1)C(=O)O)C(=O)O
InChI
InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h5-6H,1-4H2,(H,9,10)(H,11,12)/t5-,6-/m1/s1
InChI Key
QSAWQNUELGIYBC-PHDIDXHHSA-N
Boiling Point
384.1 °C at 760 mmHg
Melting Point
229 °C
Purity
> 98.0 % (GC) (T)
Density
1.314 g/cm3
Appearance
White to almost white powder to crystal
Storage
Store under inert gas
LogP
0.96200
Safety Information
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
0.9
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
172.07355886 g/mol
Monoisotopic Mass
172.07355886 g/mol
Topological Polar Surface Area
74.6Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
177
Isotope Atom Count
0
Defined Atom Stereocenter Count
2
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-114058008-A | Process for preparing semi-aromatic polyamides end-capped with monocarboxylic acids, semi-aromatic polyamides and molding compositions | 2021-12-13 |
| CN-114058009-A | Process for preparing semi-aromatic polyamides with reduced loss of diamine monomer, semi-aromatic polyamides and molding compositions | 2021-12-13 |
| CN-114058010-A | Process for preparing low-energy semiaromatic polyamides, semiaromatic polyamides and moulding compositions | 2021-12-13 |
| CN-114133559-A | Process for preparing semiaromatic polyamides with reduced salt formation cycle, semiaromatic polyamides and moulding compositions | 2021-12-13 |
| CN-113292433-A | Synthesis method of trans-1, 2-cyclohexane dicarboxylic acid monomethyl ester | 2021-05-25 |
| CN-112480396-A | Process and apparatus for producing semi-aromatic polyamide | 2020-10-31 |
| WO-2022043180-A1 | Method for uv curing of water-based polyurethane paint dispersions without uv-c-activatable surface initiators | 2020-08-28 |
| WO-2022018213-A1 | Application of the ring-opening of uretdiones at low temperature and ambient atmosphere | 2020-07-23 |
| WO-2021204600-A1 | Polyamide composition for optical elements | 2020-04-09 |
| WO-2021156403-A1 | Cross-linked aliphatic polyketones | 2020-02-05 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21123887 | 2010-12-01 | Three-dimensional hydrogen-bonded structures in the guanidinium salts of the monocyclic dicarboxylic acids rac-trans-cyclohexane-1,2-dicarboxylic acid (2:1, anhydrous), isophthalic acid (1:1, monohydrate) and terephthalic acid (2:1, trihydrate) | Acta crystallographica. Section C, Crystal structure communications |
| 21202717 | 2008-05-03 | Low-temperature redetermination of trans-cyclo-hexane-1,2-dicarboxylic acid | Acta crystallographica. Section E, Structure reports online |
| 16372093 | 2006-01-14 | Coexistence of spin frustration and long-range magnetic ordering in a triangular Co(II)3(mu3-OH)-based two-dimensional compound | Chemical communications (Cambridge, England) |
| 15345840 | 2004-09-01 | The 1:1 adduct of hexamethylenetetramine (HMT) with racemic trans-1,2-cyclohexanedicarboxylic acid (CDA) | Acta crystallographica. Section C, Crystal structure communications |
