ChemicalBook > CAS DataBase List > 3,3'-Diindolylmethane

3,3'-Diindolylmethane

Product Name
3,3'-Diindolylmethane
CAS No.
1968-05-4
Chemical Name
3,3'-Diindolylmethane
Synonyms
68-05-4;HB 236;ARUNDINE;Plant Indole;Indole dimer;Diindole methane;Di(1H-indol-3-yl);DI INDOLYL METHANE;DI-3-INDOLYLMETHANE;3-DIINDOLYL METHANE
CBNumber
CB7396111
Molecular Formula
C17H14N2
Formula Weight
246.31
MOL File
1968-05-4.mol
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3,3'-Diindolylmethane Property

Melting point:
167 °C
Boiling point:
230 °C(Press: 0.01 Torr)
Density 
1.271±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Methanol (Slightly)
pka
16.91±0.30(Predicted)
form 
Off-white powder.
color 
White to Pale Beige
InChI
InChI=1S/C17H14N2/c1-3-7-16-14(5-1)12(10-18-16)9-13-11-19-17-8-4-2-6-15(13)17/h1-8,10-11,18-19H,9H2
InChIKey
VFTRKSBEFQDZKX-UHFFFAOYSA-N
SMILES
C(C1C2=C(NC=1)C=CC=C2)C1C2=C(NC=1)C=CC=C2
LogP
4.401 (est)
CAS DataBase Reference
1968-05-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-26
WGK Germany 
3
RTECS 
NM0332000
HazardClass 
IRRITANT
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D9568
Product name
3,3′-Diindolylmethane
Purity
≥98% (HPLC)
Packaging
5G
Price
$181
Updated
2023/06/20
Sigma-Aldrich
Product number
74601
Product name
3,3′-Diindolylmethane
Purity
analytical standard
Packaging
100MG
Price
$175
Updated
2022/05/15
TCI Chemical
Product number
M1399
Product name
3,3'-Methylenediindole
Purity
>98.0%(N)
Packaging
5g
Price
$60
Updated
2024/03/01
TCI Chemical
Product number
M1399
Product name
3,3'-Methylenediindole
Purity
>98.0%(N)
Packaging
25g
Price
$182
Updated
2024/03/01
Cayman Chemical
Product number
15927
Product name
3,3'-Diindolylmethane
Purity
≥98%
Packaging
100mg
Price
$32
Updated
2024/03/01
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3,3'-Diindolylmethane Chemical Properties,Usage,Production

Chemical Properties

Solid

Uses

apoptosis inducer

Uses

An antineoplastic agent that activates Chk 2 and cytochrome p450

Uses

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.

Definition

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

General Description

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

Biological Activity

3,3'-diindolylmethane is an anticancer agent [1].3,3'-diindolylmethane (dim) is a dimer of indole-3-carbinol generated in low ph environment. it inhibited cell growth with ic50 values of 17, 24 and 30 μm in mcf-7, t47d and saos2 cell lines, respectively. dim induced apoptosis in these cells without affecting the p53 pathway. in human nasopharyngeal carcinoma (npc) cell line (5-8f npc), treatment of dim decreased the ability of cell migration and invasion dose-dependently. in rats, transplanted with npc cells, dim administration resulted in suppressing lymph node metastasis. besides that, dim was found to induce erα target gene expression and the concomitant cell proliferation at low concentration (10μm) in the absence of e2 [1, 2 and 3].

Biochem/physiol Actions

Acid-catalyzed reaction product of a phytochemical naturally found in Brassicaceae, indole-3-carbinol. It functions as an antitumor agent. This derivative can both directly stimulate apoptosis at relatively high concentrations and sensitize TRAIL-induced apoptosis in human cancer cells. DIM induces a G1 cell cycle arrest in human breast cancer MCF-7 cells by a mechanism that includes increased expression of p21. DIM is a strong mitochondrial H+-ATPase inhibitor. The function of DIM and its derivatives as a new plant growth promoter has been studied in an eco-friendly system.

References

1. ge x, yannai s, rennert g, et al. 3, 3′-diindolylmethane induces apoptosis in human cancer cells. biochemical and biophysical research communications, 1996, 228(1): 153-158. 2. wu t, chen c, li f, et al. 3, 3' diindolylmethane inhibits the invasion and metastasis of nasopharyngeal carcinoma cells in vitro and in vivo by regulation of epithelial mesenchymal transition. experimental and therapeutic medicine, 2014, 7(6): 1635-1638. 3. marques m, laflamme l, benassou i, et al. low levels of 3, 3 [prime]-diindolylmethane activate estrogen receptor alpha and induce proliferation of breast cancer cells in the absence of estradiol. bmc cancer, 2014, 14(1): 524.

3,3'-Diindolylmethane Preparation Products And Raw materials

Raw materials

Preparation Products

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3,3'-Diindolylmethane Suppliers

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View Lastest Price from 3,3'-Diindolylmethane manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
3,3'-Diindolylmethane 1968-05-4
Price
US $100.00-75.00/g
Min. Order
1g
Purity
99%
Supply Ability
5000
Release date
2024-08-20
WUHAN FORTUNA CHEMICAL CO., LTD
Product
3,3'-Diindolylmethane 1968-05-4
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-07
BINBO BIOLOGICAL CO.,LTD
Product
Diindolylmethane DIM / 3,3'-Diindolylmethane 1968-05-4
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000 kg
Release date
2024-05-07

1968-05-4, 3,3'-Diindolylmethane Related Search:

Dibromomethane DIETHOXYMETHANE Diiodomethane Diphenylmethane 4,4'-Methylenedianiline Dibenzoylmethane 1H-INDOL-3-OL 4-(BIS(2-METHYL-1H-INDOL-3-YL)METHYL)-2-METHOXYPHENOL 3,3'-Diindolylmethane AURORA 23218 4-(BIS(2-METHYL-1H-INDOL-3-YL)METHYL)-2-ETHOXYPHENOL 3,3'-((4-METHOXYPHENYL)METHYLENE)BIS(2-P-TOLYL-1H-INDOLE) 1-(2,4-DICHLOROBENZYL)-3-(1-[1-(2,4-DICHLOROBENZYL)-1H-INDOL-3-YL]VINYL)-1H-INDOLE 1-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-3-(1-(1-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-1H-INDOL-3-YL)VINYL)-1H-INDOLE 2-[2,2-BIS-(1H-INDOL-3-YL)-ETHYL]-PHENYLAMINE 4-(2-(BIS(2-METHYL-1H-INDOL-3-YL)METHYL)-4,6-DICHLOROPHENYL)MORPHOLINE 1'-ACETYL-1H,1'H-3,3':3',3'-TERINDOL-2'(1'H)-ONE 3,3'-((3,4-DIMETHOXYPHENYL)METHYLENE)BIS(2-P-TOLYL-1H-INDOLE)

  • 3,3'-Diindolylmethane(DIM)
  • Di(1H-indol-3-yl)
  • Plant Indole
  • 3,3'-DIINDOLYLMETHANE, >=98% (HPLC)
  • 3,3'-METHYLENEBIS-1H-INDOLE
  • 3,3'-METHYLENEBISINDOLE
  • 3,3'-METHYLENEDIINDOLE
  • 3,3'-DIINDOLYLMETHANE
  • ARUNDINE
  • BIS(3-INDOLYL)METHANE
  • DI-INDOYLMETHANE, 3,3'-
  • DI INDOLYL METHANE
  • DI-3-INDOLYLMETHANE
  • 2-carboxy-5-nitrobenzne sulfonic acid
  • DIINDOLYLMETHANE(DIM)
  • 3-DIINDOLYL METHANE
  • Indolyl-CH2-Indolyl
  • 3,3-DI-INDOLY-METHANE
  • Indole dimer
  • Diindole methane
  • 3,3’-Diindolylmethane 3,3'-Methylenebisindole
  • Di(1H-indol-3-yl)Methane
  • DI-INDOLYLMETHANE, 3,3'-(RG)
  • 1H-Indole,3,3'-Methylenebis-
  • 3,3'-DiindolylMethane, 98%, 98%
  • 3,3'-BisindolylMethane
  • Bis(1H-indol-3-yl)Methane 3,3'-Methylenediindole
  • HB 236
  • 3,3'-Diindolymetane
  • DI-INDOYLMETHANE, 3,3'-(P)
  • 68-05-4
  • 3,3'-Methylenediindole&gt
  • 3,3'-Diindolylmethane / diindolylmethane
  • 3,3'-Diindolylmethane ISO 9001：2015 REACH
  • 1968-05-4 3,3'-Diindolylmethane
  • 3,3'-Diindolylmethane 99%min
  • DIINDOLYLMETHANE, 3,3'-
  • 3,3'-Diindolylmethane
  • Diindolylmethane DIM / 3,3'-Diindolylmethane
  • HB 236|||DIM|||Arundine
  • 3,3''-Diindolylmethane
  • (DIM) Diindolylmethane
  • 3,3'-Diindolylmethane 99%min
  • 1968-05-4
  • 196-85-4
  • 1968-5-4
  • 1968-05-04
  • 68-05-4
  • 1968-05-1
  • 1968-05-2
  • 968-05-4
  • C17H14N2
  • Indoles
  • Simple Indoles
  • Inhibitors
  • Pharmaceutical intermediates
  • Gene Regulation
  • Gene Regulation and Expression