135268-12-1

Basic information

• Product Name: 1,4-Cyclohexanediol, 1-(chloromethyl)-3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl) oxiranyl]-, (1R,2S,3S,4R)-
• CAS NO: 135268-12-1
• Molecular Formula: C16H27ClO4
• Molecular Weight: 318.841
• Mol File: 135268-12-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,4-Cyclohexanediol, 1-(chloromethyl)-3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl) oxiranyl]-, (1R,2S,3S,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Cyclohexanediol, 1-(chloromethyl)-3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl) oxiranyl]-, (1R,2S,3S,4R)-(135268-12-1)
• EPA Substance Registry System: 1,4-Cyclohexanediol, 1-(chloromethyl)-3-methoxy-2-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl) oxiranyl]-, (1R,2S,3S,4R)-(135268-12-1)

Safety Data

• Hazardous Substances Data: 135268-12-1(Hazardous Substances Data)

Usage

Chemical structure

A complex chemical compound with a cyclohexane backbone and various functional groups attached.

Functional groups

Contains a chloride group, a methoxy group, an epoxide group, and a butenyl side chain.

Stereochemistry

The stereochemistry of the compound is specified as (1R,2S,3S,4R).

Potential applications

May have potential applications in various fields such as pharmaceuticals, agrochemicals, and materials science.

Further investigation

Its specific uses and properties would require further investigation to fully understand its potential applications and limitations.

Upstream product

• 23110-15-8 fumagillin 

Downstream Products

• 654055-67-1 acetic acid 4-chloromethyl-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-enyl)oxiranyl]cyclohexyl ester 

Relevant articles and documents

Synthesis and antiproliferative activity of ligerin and new fumagillin analogs against osteosarcoma

Ligerin (1) is a natural chlorinated merosesquiterpenoid related to fumagillin (2) exhibiting a selective antiproliferative activity against osteosarcoma cell lines and an in vivo antitumor activity in a murine model. Semisynthesis of ligerin analogs was performed in order to study the effects of the C3-spiroepoxide substitution by a halogenated moiety together with the modulation of the C6 chain. Results showed that all derivatives exhibited an in vitro antiproliferative activity against osteosarcoma cell lines and that chlorohydrin compounds were equally or more active than their spiroepoxy analogs. Among semisynthetic analogs, the parent compound 1 was the best candidate for further studies since it exhibited higher or equivalent activity compared to TNP470 (3) against SaOS2 and MG63 human osteosarcoma cells with a four times weaker toxicity against HFF2 human fibroblasts. Quantitative videomicroscopy analysis was conducted and allowed a better understanding of the mechanism of its antiproliferative activity.