Basic information
- CAS
446859-33-2- Standard SMILES
Cc1cccc(-c2[nH]ncc2-c2ccc3ncccc3n2)n1- InChIKey
LBPKYPYHDKKRFS-UHFFFAOYSA-N- Molecular formula
- C17H13N5
- Average molar mass
- 287.32 g/mol
- Monoisotopic mass
- 287.11709544
Overview
RepSox is a member of the class of pyrazoles that is 1H-pyrazole substituted by 6-methylpyridin-2-yl and 1,5-naphthyridin-2-yl groups at positions 3 and 4, respectively. It is a potent and selective inhibitor of TGF-beta R1 kinase (IC50 = 4 nM) and ALK5 autophosphorylation and binding (IC50 = 23 nM). It has a role as an antineoplastic agent, a bone density conservation agent, an EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor and a TGFbeta receptor antagonist. It is a member of pyrazoles, a member of pyridines and a 1,5-naphthyridine derivative.
Names & identifiers
- Preferred name
- RepSox
- IUPAC
- 2-[5-(6-methyl-2-pyridinyl)-1H-pyrazol-4-yl]-1,5-naphthyridine
- English name
- ALK5 inhibitor II
- Molecular formula
- C17H13N5
- Molecular weight
- 287.32
Names & synonyms
RepSox446859-33-2SJN 2511SJN-2511E-616452JT8ZW3H2STE 616452E616452RefChem:879262663-924-92-(3-(6-Methylpyridin-2-yl)-1H-pyrazol-4-yl)-1,5-naphthyridineALK5 Inhibitor II
Show more names
CS-204RepSox, >=98%RepSox(E-616452ALK5 INHIBITOR I
ALK5 Inhibitor2-[5-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridineAlk 5 Inhibitor IIMFCD09037561RepSox (GMP)2-[3-(6-Methyl-2-pyridinyl)-1H-pyrazol-4-yl]-1,5-naphthyridineGW786460XCHEMBL185238
Database identifiers
- CAS
446859-33-2- PubChem CID
- 449054
- DTXSID
DTXSID80332295- ChEMBL
CHEMBL185238- ChEBI
CHEBI:190969- UNII
- JT8ZW3H2ST
- EC Number
- 663-924-9
- Nikkaji
- J3.095.272C、J3.496.867E
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 67.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 376
Physicochemical properties
- Melting point
- 195 °C · 195 °C
- Boiling point
- 501.9 · 501.9±50.0 °C(Predicted)
- Density
- 1.296 · 1.296±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 20 mg/mL · DMSO: >20mg/mL
- form
- Yellow solid
- pka
- 10.05 · 10.05±0.50(Predicted)
- color
- Pale yellow
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
- InChI
- InChI=1S/C17H13N5/c1-11-4-2-5-16(20-11)17-12(10-19-22-17)13-7-8-14-15(21-13)6-3-9-18-14/h2-10H,1H3,(H,19,22)
- InChIKey
- LBPKYPYHDKKRFS-UHFFFAOYSA-N
- SMILES
- N1C2C(=NC=CC=2)C=CC=1C1=CNN=C1C1=NC(C)=CC=C1
- UNSPSC Code
- 51111800 · 51111800
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
- Hazard Codes
- T
- Risk Statements
- 25 · 25
- Safety Statements
- 45 · 45
- RIDADR
- 2811 · UN 2811
- WGK Germany
- 3 · 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- wgk
- 3
- ridadr
- UN 2811
- risk_code
- 25
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- T
- safety_code
- 45
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
DescriptionRepSox (446859-33-2) is a potent (IC50ALK5 auto-P= 4 nM; IC50TGF-β cellular assay = 23 nM) inhibitor of the TGF-β type I receptor (ALK5).1RepSox can replace Sox2 in reprogramming adult cells into pluripotent stem cells via induction of Nanog transcription.2It was able to convert astrocytes into neuronal cells as part of a small molecule cocktail (along with valproic acid and CHIR99021).3,4
UsesAlk 5 Inhibitor II is a selective ATP competitive inhibitor of transforming growth factor-β (TGFβ). A potential drug for the treatment of fibrosis and cancer.
UsesRepSox has been used as an inhibitor of autophosphorylation of the transforming growth factor β type I receptor kinase (ALK5). It has also been used as a basal media component for culturing human Pluripotent stem cells.
Suppliers100 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
郑州汇聚化工有限公司13393710386 · [email protected]
济南深丽康化工科技有限公司0531-86092839 15318817273 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海波以尔化工有限公司[email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海恩诺生物科技有限公司+86 (21) 6435-5022
湖北魏氏化学试剂股份有限公司027-59102966 18717199209 · [email protected]
Advanced chemblocks inc650-6922368 650-6922368;650-6922368 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
上海浦洛凯医药科技有限公司17269768198 · [email protected]
学研惠（武汉）科技有限公司15727060112 · [email protected]
VDM Biochemicals0330-2528181 · [email protected]
医恩医疗系统研发（上海）有限公司021-58958002 18930822973 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
上海瀚香生物科技有限公司177-54423994 17754423994 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
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ChemeGen 中国18818260767 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
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TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
赛纳斯特化学（欢迎点击联系）021-60343070
上海复青化学科技有限公司13816107857 · [email protected]
Shanghai Witofly Chemical Co.,Ltd[email protected]
上海昶衍化工科技有限公司021-20242659 18930833303 · [email protected]
南京世洲生物科技有限公司13675144456 · [email protected]
上海喀露蓝科技有限公司18149758185 18149758185 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
广州致雅医药科技有限公司18122150900 · [email protected]
上海默达医药科技有限公司+86 (0)21 51320687 51371369 1744605818
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
杭州宇昊化工科技有限公司0571-82693216 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
广州市慈铭生物科技有限公司020-38082199,29065168,38082986,29878298,29866629,4000192398
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
铜陵恒优生物科技有限公司021-50426030 13856289449;13124863828 · [email protected]
TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海晋鲁医药科技有限公司021-50498136 13564881053 · [email protected]
诺尔凯立科技有限公司86-(0)21-31261262 373522135 · [email protected]
斯派螺（武汉）药物研发有限公司[email protected]
Additional notes
DefinitionChEBI: 1,5-naphthyridine, 2-[3-(6-methyl-2-pyridinyl)-1h-pyrazol-4-yl]- is a pyrazolopyridine.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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