BI-6C9 | CAS#791835-21-7 | inhibitor of tBid

MedKoo Cat#: 408358 | Name: BI-6C9

Description:

WARNING: This product is for research use only, not for human or veterinary use.

BI-6C9 is an inhibitor of tBid (Kd = 20 µM).

Chemical Structure

BI-6C9

CAS#791835-21-7

Theoretical Analysis

MedKoo Cat#: 408358

Name: BI-6C9

CAS#: 791835-21-7

Chemical Formula: C23H25N3O4S2

Exact Mass: 471.1286

Molecular Weight: 471.59

Elemental Analysis: C, 58.58; H, 5.34; N, 8.91; O, 13.57; S, 13.60

Price and Availability

Size	Price	Availability
50mg	USD 450.00	2 Weeks
100mg	USD 850.00	2 Weeks
200mg	USD 1,350.00	2 Weeks
500mg	USD 2,250.00	2 Weeks
1g	USD 3,450.00	2 Weeks
2g	USD 5,650.00	2 Weeks

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Related CAS #

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Synonym

BI-6C9; BI 6C9; BI6C9;

IUPAC/Chemical Name

N-[4-[(4-aminophenyl)thio]phenyl]-4-[[(4-methoxyphenyl)sulfonyl]amino]-butanamide

InChi Key

LCFUJBSKPDPGKO-UHFFFAOYSA-N

InChi Code

InChI=1S/C23H25N3O4S2/c1-30-19-8-14-22(15-9-19)32(28,29)25-16-2-3-23(27)26-18-6-12-21(13-7-18)31-20-10-4-17(24)5-11-20/h4-15,25H,2-3,16,24H2,1H3,(H,26,27)

SMILES Code

O=C(NC1=CC=C(SC2=CC=C(N)C=C2)C=C1)CCCNS(=O)(C3=CC=C(OC)C=C3)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

BI-6C9 is a BH3 interacting domain (Bid) inhibitor.

In vitro activity:

In order to confirm the protective effects of BID deletion, the neuroprotective potential of the pharmacological BID-inhibitor BI-6c9 against erastin-induced ferroptosis was evaluated. BI-6c9 prevented erastin-induced cell death in WT HT-22 cells to a similar extent as the ferroptosis-inhibitor ferrostatin-1, which was used as a positive control (Fig. 4a). Since ferroptosis was proposed to result from formation of soluble and lipid ROS, the formation of lipid and mitochondrial ROS was examined. BI-6c9 fully prevented erastin-induced lipid peroxidation (Fig. 4b) and further formation of mitochondrial ROS measured via MitoSOX red staining and subsequent FACS analysis (Fig. 4c). Reference: Redox Biol. 2017 Aug;12:558-570. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5382034/

In vivo activity:

TBD

	Solvent	mg/mL	mM
Solubility
	DMF	30.0	63.61
	DMSO	140.0	296.87
	DMSO:PBS (pH 7.2) (1:1)	0.2	0.42
	Ethanol	0.5	1.06

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 471.59 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Neitemeier S, Jelinek A, Laino V, Hoffmann L, Eisenbach I, Eying R, Ganjam GK, Dolga AM, Oppermann S, Culmsee C. BID links ferroptosis to mitochondrial cell death pathways. Redox Biol. 2017 Aug;12:558-570. doi: 10.1016/j.redox.2017.03.007. Epub 2017 Mar 9. PMID: 28384611; PMCID: PMC5382034. 2. Miyake K, Bekisz J, Zhao T, Clark CR, Zoon KC. Apoptosis-inducing factor (AIF) is targeted in IFN-α2a-induced Bid-mediated apoptosis through Bak activation in ovarian cancer cells. Biochim Biophys Acta. 2012 Aug;1823(8):1378-88. doi: 10.1016/j.bbamcr.2012.05.031. Epub 2012 Jun 7. PMID: 22683989; PMCID: PMC3389262.

In vitro protocol:

In vivo protocol:

TBD

1: Jelinek A, Heyder L, Daude M, Plessner M, Krippner S, Grosse R, Diederich WE, Culmsee C. Mitochondrial rescue prevents glutathione peroxidase-dependent ferroptosis. Free Radic Biol Med. 2018 Mar;117:45-57. doi: 10.1016/j.freeradbiomed.2018.01.019. Epub 2018 Jan 31. PubMed PMID: 29378335. 2: Neitemeier S, Jelinek A, Laino V, Hoffmann L, Eisenbach I, Eying R, Ganjam GK, Dolga AM, Oppermann S, Culmsee C. BID links ferroptosis to mitochondrial cell death pathways. Redox Biol. 2017 Aug;12:558-570. doi: 10.1016/j.redox.2017.03.007. Epub 2017 Mar 9. PubMed PMID: 28384611; PubMed Central PMCID: PMC5382034. 3: Cooley-Andrade O, Cheung K, Chew AN, Connor DE, Parsi K. Detergent sclerosants at sub-lytic concentrations induce endothelial cell apoptosis through a caspase dependent pathway. Apoptosis. 2016 Jul;21(7):836-45. doi: 10.1007/s10495-016-1252-3. PubMed PMID: 27225250. 4: Cooley-Andrade O, Goh WX, Connor DE, Ma DD, Parsi K. Detergent Sclerosants Stimulate Leukocyte Apoptosis and Oncosis. Eur J Vasc Endovasc Surg. 2016 Jun;51(6):846-56. doi: 10.1016/j.ejvs.2016.03.008. Epub 2016 Apr 8. PubMed PMID: 27067723. 5: Hu L, Su C, Song X, Shi Q, Fu J, Xia X, Xu D, Song E, Song Y. Tetrachlorobenzoquinone triggers the cleavage of Bid and promotes the cross-talk of extrinsic and intrinsic apoptotic signalings in pheochromocytoma (PC) 12 cells. Neurotoxicology. 2015 Jul;49:149-57. doi: 10.1016/j.neuro.2015.06.005. Epub 2015 Jun 23. PubMed PMID: 26112249. 6: Zhang CZ, Fang EF, Zhang HT, Liu LL, Yun JP. Momordica charantia lectin exhibits antitumor activity towards hepatocellular carcinoma. Invest New Drugs. 2015 Feb;33(1):1-11. doi: 10.1007/s10637-014-0156-8. Epub 2014 Sep 9. PubMed PMID: 25200916. 7: Zhou H, Xu M, Gao Y, Deng Z, Cao H, Zhang W, Wang Q, Zhang B, Song G, Zhan Y, Hu T. Matrine induces caspase-independent program cell death in hepatocellular carcinoma through bid-mediated nuclear translocation of apoptosis inducing factor. Mol Cancer. 2014 Mar 16;13:59. doi: 10.1186/1476-4598-13-59. PubMed PMID: 24628719; PubMed Central PMCID: PMC4007561. 8: Miyake K, Bekisz J, Zhao T, Clark CR, Zoon KC. Apoptosis-inducing factor (AIF) is targeted in IFN-α2a-induced Bid-mediated apoptosis through Bak activation in ovarian cancer cells. Biochim Biophys Acta. 2012 Aug;1823(8):1378-88. doi: 10.1016/j.bbamcr.2012.05.031. Epub 2012 Jun 7. PubMed PMID: 22683989; PubMed Central PMCID: PMC3389262. 9: Grohm J, Plesnila N, Culmsee C. Bid mediates fission, membrane permeabilization and peri-nuclear accumulation of mitochondria as a prerequisite for oxidative neuronal cell death. Brain Behav Immun. 2010 Jul;24(5):831-8. doi: 10.1016/j.bbi.2009.11.015. Epub 2009 Dec 2. PubMed PMID: 19961923.