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
PubChem Substance ID:
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
2801644
MDL number:
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
vapor pressure
0.4 mmHg ( 20 °C)
assay
97%
form
liquid
bp
92-93 °C/18 mmHg (lit.)
density
0.952 g/mL at 25 °C (lit.)
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
158.0 °F - closed cup
flash_point_c
70 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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The Journal of Organic Chemistry, 56, 6083-6083 (1991)
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, 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
Kenji Yoshikawa et al.
Bioorganic & medicinal chemistry, 17(24), 8221-8233 (2009-11-11)
A series of cis-1,2-diaminocyclohexane derivatives possessing a 6-6 fused ring for the S1 moiety were synthesized as novel factor Xa (fXa) inhibitors. The synthesis, structure-activity relationship (SAR), and physicochemical properties are reported herein, together with the discovery of compound 45c
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