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3,3'-Diindolylmethane

3,3'-Diindolylmethane structure

CAS No:
1968-05-4
Formula:
C17H14N2
Chemical Name:
3,3'-Diindolylmethane
Synonyms:
3,3'-Diindolylmethane(DIM);Di(1H-indol-3-yl);Plant Indole;3,3'-DIINDOLYLMETHANE, >=98% (HPLC);3,3'-METHYLENEBIS-1H-INDOLE;3,3'-METHYLENEDIINDOLE;ARUNDINE;BIS(3-INDOLYL)METHANE
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

3,3'-diindolylmethane is a member of indoles. It has a role as an antineoplastic agent and a P450 inhibitor.|Diindolylmethane has been used in trials studying the prevention and treatment of SLE, Prostate Cancer, Cervical Dysplasia, Stage I Prostate Cancer, and Stage II Prostate Cancer, among others.|Diindolylmethane is a phytonutrient and plant indole found in cruciferous vegetables including broccoli, Brussels sprouts, cabbage, cauliflower and kale, with potential anti-androgenic and antineoplastic activities. As a dimer of indole-3-carbinol, diindolylmethane (DIM) promotes beneficial estrogen metabolism in both sexes by reducing the levels of 16-hydroxy estrogen metabolites and increasing the formation of 2-hydroxy estrogen metabolites, resulting in increased antioxidant activity. Although this agent induces apoptosis in tumor cells in vitro, the exact mechanism by which DIM exhibits its antineoplastic activity in vivo is unknown.

Solid

ChEBI: 3,3'-diindolylmethane is a member of indoles. It has a role as an antineoplastic agent and a P450 inhibitor.

3,3′-Diindolylmethane, a dimer of indole-3-carbinol, is a component of cruciferous vegetables. It is known to exhibit anticancer effects.

3,3'-Diindolylmethane Basic Attributes

Molecular Weight：

246.31

Exact Mass：

246.31

EC Number：

100-201-5

UNII：

SSZ9HQT61Z

NSC Number：

708486

DSSTox ID：

DTXSID8037047

NCI Thesaurus Code：

C53434

Color/Form：

White to Pale Beige

HScode：

29349990

Characteristics

Density：

1.271±0.06 g/cm3(Predicted)

Melting Point：

167 °C

Boiling Point：

230 °C(Press: 0.01 Torr)

PKA：

16.91±0.30(Predicted)

Critical Temperature & Pressure：

2-8°C

Safety Information

Hazard category：

IRRITANT

wgk germany：

hazard class code：

safety instructions：

22-24/25-26

RTECS Number：

NM0332000

Hazard Statements：

36/37/38

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 41 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved. (See all compounds classified as Anticarcinogenic Agents.)

MeSH Entry Terms：

2,2'-methylenebis(1H-indole)

3,3'-Diindolylmethane Use and Manufacturing

apoptosis inducer

An antineoplastic agent that activates Chk 2 and cytochrome p450

3,3′-Diindolylmethane may be used as a model substrate to analyze the role of 3,3′-diindolylmethane in inducing apoptosis in human cancer cells.

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