3,3'-Diindolylmethane - CAS 1968-05-4
Catalog number: B0084-289521
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
Molecular Weight:
Checkpoint Kinase (Chk)
3,3'-Diindolylmethane is an activator of checkpoint kinase 2 (Chk2) that induces G2/M cell cycle arrest in various cancer cell lines. It is used as an antineoplastic agent.
Nutritional supplement in health care products.
Brife Description:
Chk2 activator
≥99% by HPLC
White to Pale Beige Solid
DIM; Di(1H-indol-3-yl)methane; Diindolylmethane; 3,3'-Methylenediindole; 3,3'-Methylenebis-1H-indole
Ingredient of health care products.
Melting Point:
161-163°C (dec.)
Canonical SMILES:
1.1,1-Bis (3'-indolyl)-1-(p-substitutedphenyl)methane compounds inhibit lung cancer cell and tumor growth in a metastasis model.
Andey T1, Patel A, Jackson T, Safe S, Singh M. Eur J Pharm Sci. 2013 Oct 9;50(2):227-41. doi: 10.1016/j.ejps.2013.07.007. Epub 2013 Jul 23.
1,1-Bis(3-indolyl)-1-(p-substitutedphenyl)methane (C-DIM) compounds exhibit remarkable antitumor activity with low toxicity in various cancer cells including lung tumors. Two C-DIM analogs, DIM-C-pPhOCH3 (C-DIM-5) and DIM-C-pPhOH (C-DIM-8) while acting differentially on the orphan nuclear receptor, TR3/Nur77 inhibited cell cycle progression from G0/G1 to S-phase and induced apoptosis in A549 cells. Combinations of docetaxel (doc) with C-DIM-5 or C-DIM-8 showed synergistic anticancer activity in vitro and these results were consistent with their enhanced antitumor activities invivo. Respirable aqueous formulations of C-DIM-5 (mass median aerodynamic diameter of 1.92±0.22μm and geometric standard deviation of 2.31±0.12) and C-DIM-8 (mass median aerodynamic diameter of 1.84±0.31μm and geometric standard deviation of 2.11±0.15) were successfully delivered by inhalation to athymic nude mice bearing A549 cells as metastatic tumors. This resulted in significant (p<0.
2.Cancer chemotherapy with indole-3-carbinol, bis(3'-indolyl)methane and synthetic analogs.
Safe S1, Papineni S, Chintharlapalli S. Cancer Lett. 2008 Oct 8;269(2):326-38. doi: 10.1016/j.canlet.2008.04.021. Epub 2008 May 22.
Indole-3-carbinol (I3C) conjugates are phytochemicals expressed in brassica vegetables and have been associated with the anticancer activities of vegetable consumption. I3C and its metabolite bis(3'-indolyl)methane (DIM) induce overlapping and unique responses in multiple cancer cell lines and tumors, and these include growth inhibition, apoptosis and antiangiogenic activities. The mechanisms of these responses are complex and dependent on cell context. I3C and/or DIM activate or inactivate multiple nuclear receptors, induce endoplasmic reticulum stress, decrease mitochondrial membrane potential, and modulate multiple signaling pathways including kinases. DIM has been used as a template to synthesize a series of 1,1-bis(3'indolyl)-1-(substituted aromatic)methanes (i.e. C-DIMs) which are also cytotoxic to cancer cells and tumors. Some of the effects of C-DIMs resemble those reported for DIM analogs; however, structure-activity studies with the aromatic ring has resulted in generation of highly unique receptor agonists.
3.1,1-Bis(3'-indolyl)-1-(p-substitutedphenyl)methanes induce peroxisome proliferator-activated receptor gamma-mediated growth inhibition, transactivation, and differentiation markers in colon cancer cells.
Chintharlapalli S1, Smith R 3rd, Samudio I, Zhang W, Safe S. Cancer Res. 2004 Sep 1;64(17):5994-6001.
1,1-Bis(3'indolyl)-1-(p-substitutedphenyl)methanes containing p-trifluoromethyl (DIM-C-pPhCF)), p-t-butyl (DIM-C-pPhtBu), and p-phenyl (DIM-C-pPhC6H5) groups induce peroxisome proliferator-activated receptor gamma (PPARgamma)-mediated transactivation in HT-29, HCT-15, RKO, and SW480 colon cancer cell lines. Rosiglitazone also induces transactivation in these cell lines and inhibited growth of HT-29 cells, which express wild-type PPARgamma but not HCT-15 cells, which express mutant (K422Q) PPARgamma. In contrast, DIM-C-pPhCF3, DIM-C-pPhtBu, and DIM-C-pPhC6H5 inhibited growth of both HT-29 and HCT-15 cells with IC50 values ranging from 1 to 10 micromol/L. Rosiglitazone and diindolylmethane (DIM) analogues did not affect expression of cyclin D1, p21, or p27 protein levels or apoptosis in HCT-15 or HT-29 cells but induced keratin 18 in both cell lines. However, rosiglitazone induced caveolins 1 and 2 in HT-29 but not HCT-15 cells, whereas these differentiation markers were induced by DIM-C-pPhCF3 and DIM-C-pPhC6H5 in both cell lines.
4.Peroxisome proliferator-activated receptor gamma-dependent activity of indole ring-substituted 1,1-bis(3'-indolyl)-1-(p-biphenyl)methanes in cancer cells.
Guo J1, Chintharlapalli S, Lee SO, Cho SD, Lei P, Papineni S, Safe S. Cancer Chemother Pharmacol. 2010 May;66(1):141-50. doi: 10.1007/s00280-009-1144-0. Epub 2009 Oct 13.
PURPOSE: 1,1-Bis(3-indolyl)-1-(p-substituted phenyl)methanes (C-DIMs) substituted in the phenyl ring with a para-, t-butyl, trifluoromethyl (DIM-C-pPhCF(3)) or phenyl (DIM-C-pPhC(6)H(5)) group activate peroxisome proliferator-activated receptor gamma (PPARgamma) in several cancer cell lines, and DIM-C-pPhCF(3) also activates the orphan receptor Nur77. In this study, we have examined the effects of 5,5'-dihydroxy, 5,5'-dimethyl, 5,5'-dibromo, 5,5'-dinitro and 5,5'-dimethoxyindole ring-substituted analogs of DIM-C-pPhC(6)H(5) on their activity as PPARgamma agonists.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related Checkpoint Kinase (Chk) Products

CAS 405168-58-3 CHIR-124

(CAS: 405168-58-3)

CHIR-124 is a quinolone-based small molecule Chk1 inhibitor, that is structurally unrelated to other known inhibitors of Chk1. It potently and selectively inhib...

CAS 1278405-51-8 Thieno[2,3-d]pyridazine-7-carboxamide, 2-(3-fluorophenyl)-4-[(3S)-3-piperidinylamino]-, hydrochloride

Thieno[2,3-d]pyridazine-7-carboxamide, 2
(CAS: 1278405-51-8)

An inhibitor of CHK1 and CHK2

CAS 1234015-52-1 LY2606368

(CAS: 1234015-52-1)

LY2606368 is a potent and selective ATP competitive inhibitor(IC50=1.5 nM in SW1990 cell) of the Chk1 protein kinase.

SCH900776 S-isomer
(CAS: 891494-64-7)

SCH900776 S-isomer is the S-isomer form of SCH900776, which is a potent, selective and orally bioavailable inhibitor of checkpoint kinase Chk1. It can be used a...

(CAS: 1489389-23-2)

CCT245737, a nitrogen heterocycle compound, has been found to be a CHK1 inhibitor that could probable be effective in antineoplastic studies. It is still under ...

CAS 891494-63-6 SCH900776

(CAS: 891494-63-6)

SCH900776, also known as MK-8776. is an agent targeting cell cycle checkpoint kinase 1 (Chk1) with potential radiosensitization and chemosensitization activit...

CAS 1234015-55-4 Prexasertib mesylate

Prexasertib mesylate
(CAS: 1234015-55-4)

Prexasertib, also known as LY2606368, is an ATP-competitive CHK1 inhibitor (Ki= 0.9 nmol/L), with minor activity against CHK2 and RSK with IC50= 8 nM and 9 nM r...

(CAS: 1200129-48-1)

This active molecular is an selective Checkpoint kinase 1 (Chk1) inhibitors and it enhances gemcitabine efficacy in tumor xenograft models. GDC-0425 was safe an...

CAS 1246094-78-9 AZD 7762 hydrochloride

AZD 7762 hydrochloride
(CAS: 1246094-78-9)

AZD 7762 hydrochloride is the hydrochloride salt of AZD 7762, which is a selective and potent ATP-competitive inhibitor of Chk1 and Chk2 with IC50 values of 5 n...

CCT 241533 dihydrochloride

CCT 241533 dihydrochloride is a potent Chk2 inhibitor (IC50 = 3 nM) displaying >63-fold selectivity for Chk1 over Chk2 and a panel of 84 other kinases. CCT 2415...

CCT241533 (hydrochloride)
(CAS: 1431697-96-9)

CCT241533 (hydrochloride) is the hydrochloride salt form of CCT241533. As a potent Chk2 inhibitor, CCT241533 blocked CHK2 activity in human tumor cell lines in ...

CAS 1489389-18-5 CCT245737

(CAS: 1489389-18-5)

CCT245737 is an orally bioactive CHK1 inhibitor (IC50 of 1.4 nM), displaying >1,000-fold selectivity against CHK2 and CDK1. It potently inhibits cellular CHK1 a...

CAS 911222-45-2 LY2603618

(CAS: 911222-45-2)

LY2603618 is a potent and selective small molecule inhibitor of Chk1 protein kinase activity in vitro (IC50=7 nM) and the first selective Chk1 inhibitor to ente...

CAS 838823-31-7 TCS 2312

TCS 2312
(CAS: 838823-31-7)

TCS 2312 is a potent checkpoint kinase 1 (chk1) inhibitor (Ki = 0.38 nM, EC50 = 60 nM). TCS 2312 potentiates the cell killing activity of Gemcitabine in breast ...

CAS 1262849-73-9 CCT241533

(CAS: 1262849-73-9)

CCT241533, a Chk2 inhibitor, has been found to improve the effect of genotoxic cancer therapies. IC50: 3 nM.

CAS 860352-01-8 AZD-7762

(CAS: 860352-01-8)

AZD-7762 is a synthetic small molecule inhibitor of checkpoint kinases (Chks) with potential chemosensitizing activity. AZD7762 binds to and inhibits Chks, whic...

CAS 66748-43-4 NSC 109555 ditosylate

NSC 109555 ditosylate
(CAS: 66748-43-4)

NSC-109555 Ditosylate is an ATP-competitive Chk2 inhibitor with IC50 value of 0.2 μM. It acts by inhibiting histone H1 phosphorylation and attenuating mitochond...

CAS 1968-05-4 3,3'-Diindolylmethane

(CAS: 1968-05-4)

3,3'-Diindolylmethane is an activator of checkpoint kinase 2 (Chk2) that induces G2/M cell cycle arrest in various cancer cell lines. It is used as an antineopl...

CAS 952021-60-2 PF-477736

(CAS: 952021-60-2)

PF-477736 is a proprietary compound targeting cell cycle checkpoint kinase 1 (chk1) with potential chemopotentiation activity. Chk1 inhibitor PF-477736 inhibits...

LY2606368 dihydrochloride
(CAS: 1234015-54-3)

The dihydrochloride salt form of LY2606368 which also known as prexasertib, is an inhibitor of checkpoint kinase 1 and has potential effect in antineoplastic. I...

Chemical Structure

CAS 1968-05-4 3,3'-Diindolylmethane

Quick Inquiry

Verification code

Featured Items