761427-52-5

Basic information

• Product Name: 1,2-Cyclohexanediamine,4-methyl-,(1R,2R,4R)-rel-(9CI)
• Synonyms: 1,2-Cyclohexanediamine,4-methyl-,(1R,2R,4R)-rel-(9CI)
• CAS NO: 761427-52-5
• Molecular Formula: C7H16N2
• Molecular Weight: 128.21534
• Product Categories: AMINEPRIMARY
• Mol File: 761427-52-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Cyclohexanediamine,4-methyl-,(1R,2R,4R)-rel-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclohexanediamine,4-methyl-,(1R,2R,4R)-rel-(9CI)(761427-52-5)
• EPA Substance Registry System: 1,2-Cyclohexanediamine,4-methyl-,(1R,2R,4R)-rel-(9CI)(761427-52-5)

Safety Data

• Hazardous Substances Data: 761427-52-5(Hazardous Substances Data)

Usage

Cyclohexane Derivative

Yes
It is derived from cyclohexane, a six-carbon ring structure.

Amino Groups

Two
The compound has two amino (-NH2) groups attached to the cyclohexane ring.

Stereoisomers

Mixture
The compound exists as a mixture of stereoisomers, which are different spatial arrangements of the same molecular formula.

Most Stable Form

(1R,2R,4R)-rel configuration
Among the stereoisomers, the (1R,2R,4R)-rel configuration is the most stable form.

Applications

Pharmaceutical synthesis, dyes, and polymers
It is commonly used as a building block in the synthesis of various compounds, including pharmaceuticals, dyes, and polymers.

Field of Interest

Organic Chemistry and Material Science
The compound is known for its potential applications in the fields of organic chemistry and material science.

Potential Uses

Biological and Medicinal Research
It may also have potential uses in biological and medicinal research, although specific applications are not mentioned in the provided material.

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Relevant articles and documents

{(1 R,2 R,4 R)-4-Methyl-1,2-cyclohexanediamine}oxalatoplatinum(II): A Novel Enantiomerically Pure Oxaliplatin Derivative Showing Improved Anticancer Activity in Vivo

Novel derivatives of the clinically established anticancer drug oxaliplatin were synthesized. Cytotoxicity of the compounds was studied in six human cancer cell lines by means of the MTT assay. Additionally, most promising complexes were also investigated in cisplatin- and oxaliplatin-resistant human cancer cell models. The therapeutic efficacy in vivo was studied in the murine L1210 leukemia model. Most remarkably, {(1R,2R,4R)-4-methyl-1,2-cyclohexanediamine} oxalatoplatinum(II), comprising an equatorial methyl substituent at position 4 of the cyclohexane ring, was as potent as oxaliplatin in vitro but distinctly more effective in the L1210 model in vivo at the optimal dose. The advantage observed in the in vivo situation was mainly based on a more favorable therapeutic index. The maximum tolerated dose of the novel analogue was higher than that of oxaliplatin and caused a greater increase in life span (>200% versus 152%), with more animals experiencing long-term survival (5/6 versus 2/6). These data support further (pre)clinical development of the methyl-substituted oxaliplatin analogue with improved anticancer activity.

METHOD FOR PRODUCING 1,2-DIAMINO-3-METHYLCYCLOHEXANE AND/OR 1,2-DIAMINO-4-METHYLCYCLOHEXANE

The invention relates to a method for producing 1,2-diamino-3-methylcyclohexane and/or 1,2-diamino-4-methylcyclohexane by reacting 2,3- and/or 3,4-diaminotoluol with hydrogen under high pressure and high temperature in the presence of a heterogene catalys