4-[(3-Chloro-4-fluorophenyl)amino]-6-[(3-pyridinylmethyl)amino]-1,7-naphthyridine-3-carbonitrile
- Product Name
- 4-[(3-Chloro-4-fluorophenyl)amino]-6-[(3-pyridinylmethyl)amino]-1,7-naphthyridine-3-carbonitrile
- CAS No.
- 871307-18-5
- Chemical Name
- 4-[(3-Chloro-4-fluorophenyl)amino]-6-[(3-pyridinylmethyl)amino]-1,7-naphthyridine-3-carbonitrile
- Synonyms
- TC-S 7006;Tpl2-IN-2p;Tpl2 Kinase Inhibitor;Tpl2 Kinase Inhibitor 1;Tpl2 Kinase Inhibitor 1,Tpl-2 Kinase Inhibitor 1;4-(3-chloro-4-fluorophenylamino)-6-(pyridin-3-ylmethylamino)-1,7-naphthyridine-3-carbonitrile;4-[(3-Chloro-4-fluorophenyl)amino]-6-[(3-pyridinylmethyl)amino]-1,7-naphthyridine-3-carbonitrile;1,7-Naphthyridine-3-carbonitrile, 4-[(3-chloro-4-fluorophenyl)amino]-6-[(3-pyridinylmethyl)amino]-
- CBNumber
- CB41458318
- Molecular Formula
- C21H14ClFN6
- Formula Weight
- 404.83
- MOL File
- 871307-18-5.mol
4-[(3-Chloro-4-fluorophenyl)amino]-6-[(3-pyridinylmethyl)amino]-1,7-naphthyridine-3-carbonitrile Property
- Boiling point:
- 616.3±55.0 °C(Predicted)
- Density
- 1.45
- storage temp.
- 2-8°C
- solubility
- DMF: 1 mg/ml; DMF:PBS(pH7.2) (1:2): 0.33 mg/ml; DMSO: 1 mg/ml
- form
- A crystalline solid
- pka
- 4.80±0.10(Predicted)
- color
- Yellow to green
- InChI
- 1S/C21H14ClFN6/c22-17-6-15(3-4-18(17)23)29-21-14(8-24)11-26-19-12-28-20(7-16(19)21)27-10-13-2-1-5-25-9-13/h1-7,9,11-12H,10H2,(H,26,29)(H,27,28)
- InChIKey
- NMEUKWOOQOHUNA-UHFFFAOYSA-N
- SMILES
- Fc1c(cc(cc1)Nc2c3c(ncc2C#N)cnc(c3)NCc4cnccc4)Cl
Safety
- WGK Germany
- WGK 2
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2
Skin Irrit. 2
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 616373
- Product name
- Tpl2 Kinase Inhibitor
- Purity
- The Tpl2 Kinase Inhibitor, also referenced under CAS 871307-18-5, controls the biological activity of Tpl2 Kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphor
- Packaging
- 1 mg
- Price
- $238
- Updated
- 2026/03/19
- Product number
- 19710
- Product name
- Tpl2 Kinase Inhibitor
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $57
- Updated
- 2024/03/01
- Product number
- 19710
- Product name
- Tpl2 Kinase Inhibitor
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $220
- Updated
- 2024/03/01
- Product number
- 19710
- Product name
- Tpl2 Kinase Inhibitor
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $302
- Updated
- 2024/03/01
- Product number
- 19710
- Product name
- Tpl2 Kinase Inhibitor
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $684
- Updated
- 2024/03/01
4-[(3-Chloro-4-fluorophenyl)amino]-6-[(3-pyridinylmethyl)amino]-1,7-naphthyridine-3-carbonitrile Chemical Properties,Usage,Production
Description
Tpl2 kinase inhibitor is an inhibitor of tumor progression locus 2 (Tpl2; IC50 = 0.05 μM). It is selective for Tpl2 over MEK, p38 MAPK, Src, MK2, and PKC (IC50s = >40, 180, >400, 110, and >400 μM, respectively). Tpl2 kinase inhibitor inhibits LPS-induced TNF-α production in isolated human monocytes and whole blood (IC50s = 0.7 and 8.5 μM, respectively). It enhances differentiation induced by 1,25-dihydroxy vitamin D3 (calcitriol; ) in HL-60 and U937 leukemia cells when used at a concentration of 5 μM. Tpl2 kinase inhibitor (5 μM) inhibits the proliferation of KG-1a leukemia cells.
Uses
TC-S 7006 is a Tpl2 kinase inhibitor.
IC 50
MAP3K8; p38: 180 μM (IC50); MK2: 110 μM (IC50)
storage
Store at -20°C
References
[1] NEAL GREEN et al. et al. Inhibition of Tpl2 Kinase and TNF-α Production with 1,7-Naphthyridine-3-carbonitriles: Synthesis and Structure—Activity Relationships.[J]. ChemInform, 2006, 37 9. DOI: 10.1002/chin.200609160
[2] XUENING WANG George P S. Expression of MAP3 kinase COT1 is up-regulated by 1,25-dihydroxyvitamin D3 in parallel with activated c-jun during differentiation of human myeloid leukemia cells[J]. Journal of Steroid Biochemistry and Molecular Biology, 2010, 121 1: Pages 395-398. DOI: 10.1016/j.jsbmb.2010.03.016
[3] XUENING WANG. Inhibition of Cot1/Tlp2 oncogene in AML cells reduces ERK5 activation and up-regulates p27Kip1 concomitant with enhancement of differentiation and cell cycle arrest induced by silibinin and 1,25-dihydroxyvitamin D(3).[J]. Cell Cycle, 2010, 9 22: 4542-4551. DOI: 10.4161/cc.9.22.13790
4-[(3-Chloro-4-fluorophenyl)amino]-6-[(3-pyridinylmethyl)amino]-1,7-naphthyridine-3-carbonitrile Preparation Products And Raw materials
Raw materials
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