307467
cis-1,2-Diaminocyclohexane
97%
Synonym(s):
cis-1,2-Cyclohexanediamine
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About This Item
Linear Formula:
C6H10(NH2)2
CAS Number:
Molecular Weight:
114.19
Beilstein:
2801644
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
vapor pressure
0.4 mmHg ( 20 °C)
Assay
97%
form
liquid
refractive index
n20/D 1.493 (lit.)
bp
92-93 °C/18 mmHg (lit.)
density
0.952 g/mL at 25 °C (lit.)
SMILES string
N[C@@H]1CCCC[C@@H]1N
InChI
1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6+
InChI key
SSJXIUAHEKJCMH-OLQVQODUSA-N
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General description
cis-1,2-Diaminocyclohexane perturbed the spectrum of free pyrroloquinoline quinone (PQQ), a covalently linked form of which is the carbonyl cofactor of lysyl oxidase and also induced similar changes in the spectrum of lysyl oxidase.
Application
cis-1,2-Diaminocyclohexane was used in the synthesis of platinum complexes that have high antitumor activity.It was also used in the synthesis of multidentate ligands for uranyl and transition metal complexation.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
158.0 °F - closed cup
Flash Point(C)
70 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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S N Gacheru et al.
The Journal of biological chemistry, 264(22), 12963-12969 (1989-08-05)
The observation that aliphatic diamines become poor substrates as the carbon chain length decreases and that ethylenediamine, the shortest diamine, is an irreversible inhibitor of lysyl oxidase led to the investigation of the mechanism of inhibition by ethylenediamine. The cis
The Journal of Organic Chemistry, 56, 6083-6083 (1991)
The Journal of Organic Chemistry, 56, 3339-3339 (1991)
Y Kidani et al.
Journal of medicinal chemistry, 21(12), 1315-1318 (1978-12-01)
Platinum complexes derived from three isomers of 1,2-diaminocyclohexane have been synthesized and their antitumor activities were evaluated against ascites Sarcoma-180. All the platinum complexes had high antitumor activity. Platinum complexes derived from cis-1,2-diaminocyclohexane were more effective than those derived from
Takuya Kurahashi et al.
Journal of the American Chemical Society, 131(34), 12394-12405 (2009-08-27)
A series of Mn(IV)(salen)(L)(2) complexes bearing different external axial ligands (L = Cl, NO(3), N(3), and OCH(2)CF(3)) from chiral salen ligands with trans-cyclohexane-1,2-diamine as a chiral scaffold are synthesized, to gain insight into conformational properties of metal salen complexes. X-ray
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