ChemicalBook > CAS DataBase List > 4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide

4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide

Product Name
4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide
CAS No.
1142363-52-7
Chemical Name
4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide
Synonyms
Edicotinib(JNJ-40346527);JNJ-40346527;CS-2865;JNJ-527;EDICOTINIB;JUJ-40346527;Edicotinib, 10 mM in DMSO;JNJ40346527; JNJ 40346527; JNJ-40346527; EDICOTINIB;5-Cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)-1H-imidazole-2-carboxamide;4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide
CBNumber
CB23147155
Molecular Formula
C27H35N5O2
Formula Weight
461.6
MOL File
1142363-52-7.mol
More
Less

4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide Property

Density 
1.19±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO:23.34(Max Conc. mg/mL);50.56(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:3):0.25(Max Conc. mg/mL);0.54(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);64.99(Max Conc. mM)
Ethanol:20.0(Max Conc. mg/mL);43.33(Max Conc. mM)
form 
A crystalline solid
pka
13.82±0.70(Predicted)
color 
White to off-white
InChIKey
BNVPFDRNGHMRJS-UHFFFAOYSA-N
SMILES
C1(C(NC2=CC=C(C3CC(C)(C)OC(C)(C)C3)N=C2C2CCC(C)(C)CC=2)=O)NC(C#N)=CN=1
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

More
Less

N-Bromosuccinimide Price

ChemScene
Product number
CS-0039264
Product name
Edicotinib
Purity
99.88%
Packaging
5mg
Price
$210
Updated
2021/12/16
Apolloscientific
Product number
BISN0042
Product name
JNJ-40346527
Packaging
5mg
Price
$264
Updated
2021/12/16
ChemScene
Product number
CS-0039264
Product name
Edicotinib
Purity
99.88%
Packaging
10mg
Price
$350
Updated
2021/12/16
Apolloscientific
Product number
BISN0042
Product name
JNJ-40346527
Packaging
10mg
Price
$426
Updated
2021/12/16
ChemScene
Product number
CS-0039264
Product name
Edicotinib
Purity
99.88%
Packaging
25mg
Price
$750
Updated
2021/12/16
More
Less

4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide Chemical Properties,Usage,Production

Uses

Edicotinib (JNJ-40346527) is a potent, selective, brain penetrant and orally active colony-stimulating factor-1 receptor (CSF-1R) inhibitor with an IC50 of 3.2 nM. Edicotinib exhibits less inhibitory effects on KIT and FLT3 with IC50 values of 20 nM and 190 nM, respectively[1]. Edicotinib limits microglial expansion and attenuates microglial proliferation and neurodegeneration in mice. Edicotinib has the potential for Alzheimer’s disease and rheumatoid arthritis research[1][2].

in vivo

Edicotinib (oral gavage; 3, 10, 30 and 100 mg/kg; 5 days) significantly inhibits microglial proliferation in ME7 mice. It diminishes the number of microglia (total CD45+CD11b+ cells) only at the highest dose tested of 100 mg/kg, and JNJ-527 depletes up to 50% of patrolling blood monocytes at every dose tested (CD45+CD11bhighLy6Cintermediate/lowcells) with only a tendency for a reduction in the proportion of inflammatory monocytes (Ly6C high cells) at 100 mg/kg[1].Edicotinib exhibits a good pharmacokinetic/pharmacodynamics (PK/PD) profile, the microglial proliferation data shows an EC50 of 196/ml and 69 ng/g calculated from plasmatic and brain compound concentration, respectively[1].Edicotinib (oral gavage; 30 mg/kg; 33 days) significantly reduces the density of microglia in CA1 of the hippocampus of ME7-prion mice (PU.1+ cells) by up to 30%. And the expression of IL-1β is also reduced,but not other inflammatory cytokines[1].

Animal Model:C57BL/6 J (Harlan) mice[1]
Dosage:3, 10, 30 and 100 mg/kg; 5 days
Administration:Oral gavage
Result:Did not affect microglial numbers when administered under 100 mg/kg.
Animal Model:C57BL/6 J (Harlan) mice[1]
Dosage:30 mg/kg; 33 days
Administration:Oral gavage
Result:Limited microglial expansion and attenuated behavioural deficits in ME7-prion mice.

References

[1] Mancuso R, et al. CSF1R?inhibitor?JNJ-40346527?attenuates?microglial?proliferation?and?neurodegeneration?in?P301S?mice.Brain.?2019 Oct 1;142(10):3243-3264. DOI:10.1093/brain/awz241
[2] Genovese MC, et al. Results from a Phase IIA Parallel Group Study of JNJ-40346527, an Oral CSF-1R Inhibitor, in Patients with Active Rheumatoid Arthritis despite Disease-modifying Antirheumatic Drug Therapy.J Rheumatol. 2015 Oct;42(10):1752-60. DOI:10.3899/jrheum.141580

4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide Suppliers

China 64 India 1 United States 4 Global 69
Dezhou LonWel Pharmaceutical Technology Co., Ltd.
Tel
13761310616
Fax
QQ: 39324283
Email
39324283@qq.com
Country
China
ProdList
1637
Advantage
58
Hangzhou Baige Pharmaceutical Technology Co. , Ltd.
Tel
0571-85350119 15888826472
Email
15888826472@163.com
Country
China
ProdList
2729
Advantage
58
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3506
Advantage
58
Shanghai Balmxy Pharmaceutical Co., Ltd
Tel
021-24206007 13764915196
Fax
86-021-23027023
Email
sales@balmxy.com
Country
China
ProdList
6874
Advantage
55
HangZhou YuHao Chemical Technology Co., Ltd.
Tel
0571-82693216
Fax
0571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
2028
Advantage
58
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696，15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4757
Advantage
55
Guangzhou Zhiya Chemdrugs Co.,Ltd
Tel
18122150900
Fax
QQ:2869377561
Email
sculk28@163.com
Country
China
ProdList
646
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
Advantage
60
ShangHai Biochempartner Co.,Ltd
Tel
177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8000
Advantage
62

1142363-52-7, 4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamideRelated Search:

2-bromo-6-(2,2,6,6-tetramethyltetrahydro-pyran-4-yl)pyridin-3-ylamine 2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-amine 6-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-pyridin-3-ylamine 4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide (2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester 2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 5-nitro-2-(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)-pyridine

  • JNJ40346527; JNJ 40346527; JNJ-40346527; EDICOTINIB
  • Edicotinib(JNJ-40346527)
  • CS-2865
  • JUJ-40346527
  • 4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide
  • JNJ-40346527
  • EDICOTINIB
  • JNJ-527
  • 1H-Imidazole-2-carboxamide, 5-cyano-N-[2-(4,4-dimethyl-1-cyclohexen-1-yl)-6-(tetrahydro-2,2,6,6-tetramethyl-2H-pyran-4-yl)-3-pyridinyl]-
  • 5-Cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)-1H-imidazole-2-carboxamide
  • CSF-1R,colony stimulating factor 1 receptor,CSF-1 receptor,Edicotinib,c-Fms,JNJ527,inhibit,JNJ40346527,neurodegeneration,CSF1R,JNJ 527,Inhibitor,expansion,alzheimer’s disease,rheumatoid,microglial,JNJ 40346527,arthritis
  • Edicotinib, 10 mM in DMSO
  • 1142363-52-7
  • 142363-52-7