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NSC 23766 TETRAHYDROCHLORIDE

Product Name
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
Formula Weight
421.58
MOL File
733767-34-5.mol
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NSC 23766 TETRAHYDROCHLORIDE Property

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.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Tocris
Product number
2161
Product name
NSC 23766
Purity
≥99%(HPLC)
Packaging
10
Price
$166
Updated
2021/12/16
Tocris
Product number
2161
Product name
NSC 23766
Purity
≥99%(HPLC)
Packaging
50
Price
$703
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
INB0002397
Product name
NSC 23766
Purity
95.00%
Packaging
5MG
Price
$503.57
Updated
2021/12/16
DC Chemicals
Product number
DC7963
Product name
NSC-23766freebase
Purity
>98%
Packaging
250mg
Price
$1000
Updated
2021/12/16
DC Chemicals
Product number
DC7963
Product name
NSC-23766freebase
Purity
>98%
Packaging
1g
Price
$1900
Updated
2021/12/16
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NSC 23766 TETRAHYDROCHLORIDE Chemical Properties,Usage,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.

in vivo

NSC23766 (2.5 mg/kg/day, i.p.) significantly attenuates the onset of spontaneous diabetes in NOD mice, without significant effects on the growth (body weights) of the mice. NSC23766 significantly increases the expression of Rac1 and CHOP, a marker for ER-stress, in islets from NOD mice[1].

References

[1] YUAN GAO. Rational design and characterization of a Rac GTPase-specific small molecule inhibitor.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2004, 101 20: 7618-7623. DOI:10.1073/pnas.0307512101
[2] JAY SHANKAR. Raft endocytosis of AMF regulates mitochondrial dynamics through Rac1 signaling and the Gp78 ubiquitin ligase.[J]. Journal of cell science, 2013: 3295-3304. DOI:10.1242/jcs.120162
[3] MAGDOLNA LEVAY. NSC23766, a widely used inhibitor of Rac1 activation, additionally acts as a competitive antagonist at muscarinic acetylcholine receptors.[J]. Journal of Pharmacology and Experimental Therapeutics, 2013, 347 1: 69-79. DOI:10.1124/jpet.113.207266

NSC 23766 TETRAHYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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NSC 23766 TETRAHYDROCHLORIDE Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
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China
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VDM Biochemicals
Tel
0330-2528181
Fax
0330-2528171
Email
sales@vdmbio.com
Country
United States
ProdList
510
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QINGDAO CARELONGPHARMATECH CO.,LTD
Tel
0532-0532-88191853 13061484198
Fax
+86-532-88191853
Email
sales@carelongchem.com
Country
China
ProdList
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Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 13167063860
Fax
021-50323701
Email
anhua.mao@aladdin-e.com
Country
China
ProdList
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AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
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LETOPHARM LIMITED
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+86-21-5821 5861
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+86-21-5106 2861
Email
sales@letopharm.com
Country
China
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Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696,15000506266 15000506266
Fax
+86-21-52996696
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China
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SPIRO PHARMA
Tel
Fax
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Email
eric_feng1954@126.com
Country
China
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Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
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9803
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58
Shanghai QianYan Bio-technology Co., Ltd
Tel
02781293128
Email
orders@biochemsafebuy.com
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China
ProdList
9923
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733767-34-5, NSC 23766 TETRAHYDROCHLORIDERelated Search:


  • NSC 23766 TETRAHYDROCHLORIDE
  • N6-[2-[[4-(DIETHYLAMINO)-1-METHYLBUTYL]AMINO]-6-METHYL-4-PYRIMIDINYL]-2-METHYL-4,6-QUINOLINEDIAMINE TRIHYDROCHLORIDE
  • NSC 23766
  • NSC23766;NSC 23766
  • CS-1187
  • CS-594
  • NSC-23766 free base
  • 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
  • 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