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NSC 23766 TETRAHYDROCHLORIDE

CAS No.
733767-34-5
Chemical Name:
NSC 23766 TETRAHYDROCHLORIDE
Synonyms
CS-594;CS-1187;NSC 23766;NPEC-caged-(1S;NSC23766;NSC 23766;NSC-23766 free base;NSC 23766 TETRAHYDROCHLORIDE;N6-(2-(5-(Diethylamino)pentan-2-ylamino)-6-methylpyrimidin-4-yl)-2-methylquinoline-4,6-diamine;4,6-Quinolinediamine, N6-[2-[[4-(diethylamino)-1-methylbutyl]amino]-6-methyl-4-pyrimidinyl]-2-methyl-;N6-[2-(4-Diethylamino-1-methylbutylamino)-6-methylpyrimidin-4-yl]-2-methylquinoline-4,6-diamine tetrahydrochloride
CBNumber:
CB6504010
Molecular Formula:
C24H35N7
Molecular Weight:
421.58
MDL Number:
MFCD07848572
MOL File:
733767-34-5.mol
MSDS File:
SDS
Last updated:2023-05-04 17:34:41

NSC 23766 TETRAHYDROCHLORIDE Properties

storage temp. Desiccate at RT
solubility Soluble in DMSO (50 mg/ml); Water (50 mg/ml)
form White powder solid.
color White
Water Solubility Soluble in water.
Sensitive Light Sensitive & Hygroscopic
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
FDA UNII RGM7SKV2JS

NSC 23766 TETRAHYDROCHLORIDE price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar J64979 NSC 23766 733767-34-5 10mg $129 2021-12-16 Buy
Tocris 2161 NSC 23766 ≥99%(HPLC) 733767-34-5 10 $166 2021-12-16 Buy
Tocris 2161 NSC 23766 ≥99%(HPLC) 733767-34-5 50 $703 2021-12-16 Buy
American Custom Chemicals Corporation INB0002397 NSC 23766 95.00% 733767-34-5 5MG $503.57 2021-12-16 Buy
DC Chemicals DC7963 NSC-23766freebase >98% 733767-34-5 250mg $1000 2021-12-16 Buy
Product number Packaging Price Buy
J64979 10mg $129 Buy
2161 10 $166 Buy
2161 50 $703 Buy
INB0002397 5MG $503.57 Buy
DC7963 250mg $1000 Buy

NSC 23766 TETRAHYDROCHLORIDE Chemical Properties,Uses,Production

Description

NSC-23766 (733767-34-5) is a selective inhibitor of Rac1-GEF interaction. Prevents Rac1 activation by Rac-specific guanine nucleotide exchange factors (GEFs) Trio and Tiam1 (IC50 ca. 50 μM) with no effect on the closely related Cdc42 or RhoA. In cells, it blocks serum or PDGF-induced Rac-1 activation and lamellipodia formation. NSC-23766 suppressed the growth of wild-type NIH 3T3 cells but was inactive in cells expressing the constitutively active Rac1 mutant, L61Rac1.1 It is a useful tool to probe the involvement of Rac1 in cell signalling.2 Off target effect: antagonist at muscarinic acetylcholine receptors.3 Cell permeable.

Uses

The compound blocks activation by the guanine nucleotide exchange factors Trio and Tiam1, but does not affect interactions with RhoA or Cdc42. NSC23766 blocks ADP-mediated platelet aggregation. Inhibition of Rac1 by NSC23766 restores sensitivity to trastuzumab by restoring down-regulation of ErbB2. Membrane type 1-matrix metalloproteinases (MT-1MMP) expression in CB CD34+ cells has been reported to decrease in the presence of NSC 23766. Silveta compress investigations indicate that NSC 23766 depolarizes endomembrane cycling, altered polar adhesive secretion, and tip growth.

Definition

ChEBI: NSC 23766 is an aminopyrimidine that is 6-methylpyrimidine-2,4-diamine in which the amino groups at positions 2 and 4 are substituted by 5-(diethylamino)pentan-2-yl and 4-amino-2-methylquinolin-6-yl groups respectively. An inhibitor of the signalling G-protein known as RAC1 (Ras-related C3 botulinum toxin substrate 1). It has a role as an EC 3.6.5.2 (small monomeric GTPase) inhibitor, an antiviral agent, a muscarinic antagonist and an apoptosis inducer. It is an aminoquinoline, an aminopyrimidine, a primary amino compound, a secondary amino compound and a tertiary amino compound.

Biological Activity

Selective inhibitor of Rac1-GEF interaction. Prevents Rac1 activation by Rac-specific guanine nucleotide exchange factors (GEFs) TrioN and Tiam1 (IC 50 ~ 50 μ M) without affecting Cdc42 or RhoA activation. Inhibits Rac1-mediated cell functions and reported to reverse tumor cell phenotyes in prostate cancer cells.

References

Gao et al. (2004), Rational design and characterization of a Rac GTPase-specific small molecule inhibitor; Proc. Natl. Acad. Sci. USA, 101 7618 Shankar et al. (2013), Raft endocytosis of AMF regulates mitochondrial dynamics through Rac1 signaling and the Gp78 ubiquitin ligase; J. Cell Sci., 126 3295 Levay et al. (2013), NSC23766, a widely used inhibitor of Rac1 activation, additionally acts as a competitive antagonist at muscarinic acetylcholine receptors; J. Pharmacol. Exp. Ther., 347 69

NSC 23766 TETRAHYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

NSC 23766 TETRAHYDROCHLORIDE Suppliers

Global( 95)Suppliers
Supplier Tel Email Country ProdList Advantage
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
Coresyn Pharmatech Co., Ltd.
+86-571-86626709 +86-18157142896 cbc@coresyn.com China 9991 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
VDM Biochemicals 0330-2528181 sales@vdmbio.com United States 510 64
QINGDAO CARELONGPHARMATECH CO.,LTD 0532-0532-88191853 13061484198 sales@carelongchem.com China 400 57
Shanghai Aladdin Bio-Chem Technology Co.,LTD 400-6206333 18521732826; market@aladdin-e.com China 25004 65
TargetMol Chemicals Inc. 021-33632979 15002134094 marketing@targetmol.com China 7934 58
AdooQ Bioscience CHINA 025-58849295 18951903616; info@adooq.cn China 2989 60
NSC 23766 TETRAHYDROCHLORIDE N6-[2-[[4-(DIETHYLAMINO)-1-METHYLBUTYL]AMINO]-6-METHYL-4-PYRIMIDINYL]-2-METHYL-4,6-QUINOLINEDIAMINE TRIHYDROCHLORIDE NSC 23766 N6-[2-(4-Diethylamino-1-methylbutylamino)-6-methylpyrimidin-4-yl]-2-methylquinoline-4,6-diamine tetrahydrochloride N6-(2-(5-(Diethylamino)pentan-2-ylamino)-6-methylpyrimidin-4-yl)-2-methylquinoline-4,6-diamine NSC23766;NSC 23766 CS-1187 CS-594 NSC-23766 free base 4,6-Quinolinediamine, N6-[2-[[4-(diethylamino)-1-methylbutyl]amino]-6-methyl-4-pyrimidinyl]-2-methyl- NPEC-caged-(1S 733767-34-5 C24H35N7 C24H35N73HCl C24H38Cl3N7 Rac1 Inhibitor. G-Protein Other enzyme inhibitors and activators