BISINDOLYLMALEIMIDE I HYDROCHLORIDE

Product Name: BISINDOLYLMALEIMIDE I HYDROCHLORIDE
CAS No.: 176504-36-2
Chemical Name: BISINDOLYLMALEIMIDE I HYDROCHLORIDE
Synonyms: BIS-I HCl;GO-6860 HCl;BIM 1 hydrochloride;GF 109203X hydrochloride >=95%;BisindolylMaleiMide I( Hydrochloride Salt);BisindolylMaleiMide I . hydrochloride [GF-109203K;GF 109203X hydrochloride, ATP-competitive PKC inhibitor;Bisindolylmaleimide I, Hydrochloride - CAS 176504-36-2 - Calbiochem;3-[1-(dimethylaminopropyl)indol-3-yl]-4-(indol-3-yl)maleimide hydrochloride;3-[1-[3-(dimethylamino)propyl]indol-3-yl]-4-(1H-indol-3-yl)pyrrole-2,5-dione
CBNumber: CB2972282
Molecular Formula: C25H25ClN4O2
Formula Weight: 448.95
MOL File: 176504-36-2.mol

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BISINDOLYLMALEIMIDE I HYDROCHLORIDE Property

storage temp.: 2-8°C
solubility: DMF: 10 mg/mL; DMSO: 16 mg/mL; DMSO:PBS(pH 7.2) (1:4): 0.2 mg/mL
form: Orange-red solid
color: Orange to red
biological source: synthetic (organic)
Water Solubility: water: 10mg/mL
DMSO: 20mg/mL

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Safety

WGK Germany: 3
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B6292
Product name: GF 109203X hydrochloride
Purity: ≥95%
Packaging: 250μg
Price: $70.6
Updated: 2025/07/31

Sigma-Aldrich

Product number: 203291
Product name: Bisindolylmaleimide I, Hydrochloride
Purity: An enhanced water-soluble form of Bisindolylmaleimide I.
Packaging: 1mg
Price: $163
Updated: 2025/07/31

Sigma-Aldrich

Product number: 203291
Product name: Bisindolylmaleimide I, Hydrochloride - CAS 176504-36-2 - Calbiochem
Purity: An enhanced water-soluble form of Bisindolylmaleimide I.
Packaging: 250μg
Price: $68.9
Updated: 2023/06/20

Sigma-Aldrich

Product number: 203291
Product name: Bisindolylmaleimide I, Hydrochloride
Purity: An enhanced water-soluble form of Bisindolylmaleimide I.
Packaging: 250ug
Price: $65.2
Updated: 2021/12/16

Cayman Chemical

Product number: 21180
Product name: Bisindolylmaleimide I (hydrochloride)
Purity: ≥98%
Packaging: 500μg
Price: $32
Updated: 2024/03/01

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BISINDOLYLMALEIMIDE I HYDROCHLORIDE Chemical Properties,Usage,Production

Description

Bisindolylmaleimide I (BIM I) is a highly selective, cell-permeable, and reversible PKC inhibitor (K_i = 14 nM) that is structurally similar to the poorly selective PKC inhibitor staurosporine . It acts as a competitive inhibitor for the ATP binding site of PKC and shows high selectivity for PKCα, β1, β2, γ, δ, and ε isozymes. BIM I directly inhibits glycogen synthase kinase 3 (GSK3) in primary adipocyte lysates (IC₅₀ = 360 nM) and in GSK3β immunoprecipitates derived from rat epididymal adipocytes (IC₅₀ = 170 nM). It also competitively antagonizes the serotonin (5-HT) receptor subtype 5-HT₃ with a K_i value of 61 nM.

Uses

GF 109203X hydrochloride has been used to inhibit protein kinase C in human neuroblastoma-derived kelly cells.

General Description

GF 109203X prevents collagen-triggered adenosine and three phosphate (ATP) secretion. It also inhibits collagen and α-thrombin-induced platelet aggregation. It functions as an inhibitor of glycogen synthase kinase-3 (GSK-3). GF 109203X also functions as an anti-inflammatory agent.

Biochem/physiol Actions

Inhibitor of protein kinase C; potent inhibitor of GSK-3.

in vivo

Bisindolylmaleimide I hydrochloride (0.02 mg/kg, i.p.) reduced the inceased NLRP3, P-PKCɑ, and PKCɑ levels in mechanical ventilation (MV) group^[5].
Bisindolylmaleimide I hydrochloride (0-20 mg/kg, i.p.) reduces the mean frequency of Quinpirole-induced vomiting in shrews^[6].

Animal Model:	Quinpirole-treated shrews^[2]
Dosage:	0-20 mg/kg
Administration:	i.p.
Result:	Reduced the mean frequency of Quinpirole-induced vomiting. Blocked Quinpirole-mediated ERK1/2 phosphorylation in shrew brainstems.

IC 50

Bovine brain PKC: 10 nM (IC₅₀); PKC-βII: 16 nM (IC₅₀); PKC-βI: 17 nM (IC₅₀); PKCα: 20 nM (IC₅₀); PKCγ: 20 nM (IC₅₀); FDGFG: 65 μM (IC₅₀)

References

[1] D. TOULLEC. The bisindolylmaleimide GF 109203X is a potent and selective inhibitor of protein kinase C.[J]. The Journal of Biological Chemistry, 1991, 12 1: 15771-15781. DOI: 10.1016/s0021-9258(18)98476-0
[2] INGEBORG HERS Richard M D Jeremy M Tavaré. The protein kinase C inhibitors bisindolylmaleimide I (GF 109203x) and IX (Ro 31-8220) are potent inhibitors of glycogen synthase kinase-3 activity[J]. FEBS Letters, 1999, 460 3: 433-436. DOI: 10.1016/s0014-5793(99)01389-7
[3] S J COULTRAP. Competitive antagonism of the mouse 5-hydroxytryptamine3 receptor by bisindolylmaleimide I, a “selective” protein kinase C inhibitor.[J]. Journal of Pharmacology and Experimental Therapeutics, 1999, 290 1: 76-82.

BISINDOLYLMALEIMIDE I HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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BISINDOLYLMALEIMIDE I HYDROCHLORIDE Suppliers

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176504-36-2, BISINDOLYLMALEIMIDE I HYDROCHLORIDERelated Search:

Celastrol Wogonin Harpagoside PEONIDIN CHLORIDE Nobiletin Lupeol AURAPTENE Taxifolin Phenylbutazone Tranilast

BIM 1 hydrochloride

3-[1-(dimethylaminopropyl)indol-3-yl]-4-(indol-3-yl)maleimide hydrochloride

BisindolylMaleiMide I( Hydrochloride Salt)

BisindolylMaleiMide I . hydrochloride [GF-109203K

3-[1-[3-(Dimethylamino)propyl]-1H-indol-3-yl]-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione monohydrochloride

3-[1-[3-(dimethylamino)propyl]indol-3-yl]-4-(1H-indol-3-yl)pyrrole-2,5-dione

Bisindolylmaleimide I, Hydrochloride - CAS 176504-36-2 - Calbiochem

GF 109203X hydrochloride >=95%

BIS-I HCl

GO-6860 HCl

GF 109203X hydrochloride, ATP-competitive PKC inhibitor

3-(1-(3-(Dimethylamino)propyl)-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione hydrochloride

176504-36-2