| Identification | Back Directory | [Name]
NSC 23766 TETRAHYDROCHLORIDE | [CAS]
733767-34-5 | [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
N6-[2-[[4-(DIETHYLAMINO)-1-METHYLBUTYL]AMINO]-6-METHYL-4-PYRIMIDINYL]-2-METHYL-4,6-QUINOLINEDIAMINE TRIHYDROCHLORIDE | [Molecular Formula]
C24H35N7 | [MDL Number]
MFCD07848572 | [MOL File]
733767-34-5.mol | [Molecular Weight]
421.58 |
| Chemical Properties | Back Directory | [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. |
| Hazard Information | Back Directory | [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 |
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| Company Name: |
SPIRO PHARMA
|
| Tel: |
|
| Website: |
www.spiropharma.com.cn |
| Company Name: |
Musechem
|
| Tel: |
+1-800-259-7612 |
| Website: |
www.musechem.com |
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