ChemicalBook > CAS DataBase List > N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide

N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide

Product Name
N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide
CAS No.
857290-04-1
Chemical Name
N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide
Synonyms
T16510;PF 915275;PF 915275;PF915275;PF-915275, 10 mM in DMSO;PF-915275,PF915275,inhibit,Inhibitor,PF 915275;N-(6-aminopyridin-2-yl)-4-(4-cyanophenyl)benzenesulfonamide;N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide;N-(6-Aminopyridin-2-yl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide;[1,1'-Biphenyl]-4-sulfonamide, N-(6-amino-2-pyridinyl)-4'-cyano-
CBNumber
CB82518954
Molecular Formula
C18H14N4O2S
Formula Weight
350.39
MOL File
857290-04-1.mol
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N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide Property

Boiling point:
610.9±65.0 °C(Predicted)
Density 
1.44±0.1 g/cm3(Predicted)
storage temp. 
Store at RT
solubility 
Soluble in DMSO
pka
7.97±0.29(Predicted)
form 
Powder
color 
White to pink
InChI
InChI=1S/C18H14N4O2S/c19-12-13-4-6-14(7-5-13)15-8-10-16(11-9-15)25(23,24)22-18-3-1-2-17(20)21-18/h1-11H,(H3,20,21,22)
InChIKey
ZESFDAKNYJQYKO-UHFFFAOYSA-N
SMILES
C1(C2=CC=C(C#N)C=C2)=CC=C(S(NC2=NC(N)=CC=C2)(=O)=O)C=C1
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PZ0400
Product name
PF-915275
Purity
≥98% (HPLC)
Packaging
5MG
Price
$89
Updated
2022/05/15
Sigma-Aldrich
Product number
PZ0400
Product name
PF-915275
Purity
≥98% (HPLC)
Packaging
25MG
Price
$361
Updated
2022/05/15
Tocris
Product number
3291
Product name
PF915275
Purity
≥98%(HPLC)
Packaging
10
Price
$181
Updated
2021/12/16
Tocris
Product number
3291
Product name
PF915275
Purity
≥98%(HPLC)
Packaging
50
Price
$749
Updated
2021/12/16
Usbiological
Product number
256220
Product name
PF 915275
Packaging
10mg
Price
$423
Updated
2021/12/16
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N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide Chemical Properties,Usage,Production

Uses

PF-915275 is a potent, selective and orally active human 11β-hydroxysteroid dehydrogenase type 1 (11βHSD1) inhibitor with a Ki of 2.3 nM and an EC50 of 15 nM (in HEK293 cells). The dose-dependent effect of PF-915275 on conversion of cortisone to cortisol in primary human and monkey hepatocytes, with an EC50 of 20 and 100 nM, respectively[1][2][3].

Biological Activity

PF-915275 is an orally active, potent and selective 11beta-hydroxysteroid dehydrogenase type 1 (11?-HSD1, HSD11B1) inhibitor (human 11?-HSD1 Ki <1 nM; cellular IC50 = 5 nM using human 11?-HSD1-transfected HEK293) with reduced potency toward non-human species (human/monkey/dog hepatocytes EC50 = 20/100/120 nM; mouse 11?-HSD1 Ki = 750 nM, r at hepatoma EC50 = 14 μM). PF-915275 (0.1-3-mg/kg via nasogastric intubations) inhibits prednisone-to-prednisolone conversion in cynomolgus monkeys (by 87% with 3 mg/kg) in vivo and reduces plasma insulin increase following prednisone & resumed feeding (4 hrs post PF-915275) among overnight fasted monkeys.

in vivo

The inhibition of either cortisone or prednisone turnover with PF-915275 yields similar EC50 values to that in human hepatocytes (EC50 by PF-915275 is 18 and 13 nM using cortisone and prednisone substrates, respectively) in vivo 11βHSD1 activity[1].
PF-915275 dose-dependently inhibits 11βHSD1-mediated conversion of prednisone to prednisolone. A maximum of 87% inhibition is observed, with the highest tested dose of 3 mg/kg[1].
The half-life of PF-915275 is 22 hours in monkey[1].
PF-915275 (0.1-3 mg/kg; oral administration; for 8 hours; male cynomolgus monkeys) treatment shows a trend in dose-dependent lowering of fed plasma insulin after 8 h of dosing in these monkeys. Plasma insulin levels are significantly lowered (by 54 and 60%, respectively) at 1 and 3 mg/kg PF-915275 treatment. Plasma glucose or lipid levels are not altered with treatment[1].

Animal Model:Adult male cynomolgus monkeys (2-5 kg)[1]
Dosage:0.1 mg/kg, 0.3 mg/kg, 1 mg/kg, 3 mg/kg
Administration:Oral administration; for 8 hours
Result:There was a trend in dose-dependent lowering of fed plasma insulin after 8 h of dosing in these monkeys. Plasma insulin levels were significantly lowered (by 54 and 60%, respectively).

storage

Store at RT

References

[1] Bhat BG, et al. Demonstration of proof of mechanism and pharmacokinetics and pharmacodynamic relationship with 4'-cyano-biphenyl-4-sulfonic acid (6-amino-pyridin-2-yl)-amide (PF-915275), an inhibitor of 11 -hydroxysteroid dehydrogenase type 1, in cynomolgus monkeys. J Pharmacol Exp Ther. 2008 Jan;324(1):299-305. DOI:10.1124/jpet.107.128280
[2] Siu M, et al. N-(Pyridin-2-yl) arylsulfonamide inhibitors of 11beta-hydroxysteroid dehydrogenase type 1: Discovery of PF-915275. Bioorg Med Chem Lett. 2009 Jul 1;19(13):3493-7. DOI:10.1016/j.bmcl.2009.05.011
[3] Courtney R, et al. Modulation of 11beta-hydroxysteroid dehydrogenase (11betaHSD) activity biomarkers and pharmacokinetics of PF-00915275, a selective 11betaHSD1 inhibitor. J Clin Endocrinol Metab. 2008 Feb;93(2):550-6. DOI:10.1210/jc.2007-1912

N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide Suppliers

China 47 United Kingdom 1 United States 10 Global 58
3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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86-21-50328109
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3bsc@sina.com
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China
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VDM Biochemicals
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0330-2528181
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0330-2528171
Email
sales@vdmbio.com
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United States
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MedChemexpress LLC
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021-58955995
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609-228-5909
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sales@medchemexpress.cn
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United States
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Nanjing Dulai Biotechnology Co., Ltd.
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025-846993838003-8003 18013301590
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025-84699383-8003
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njduly@126.com
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Shanghai Lollane Biological Technology Co.,Ltd.
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021-52996696，15000506266 15000506266
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+86-21-52996696
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EMMX Biotechnology LLC
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888-539-0666
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Shanghai YuanYe Biotechnology Co., Ltd.
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021-61312847; 18021002903
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Tianjin Kailiqi Biotechnology Co., Ltd.
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15076683720
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022-23754520
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klq@cw-bio.com
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Shanghai Chaolan Chemical Technology Center
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021-QQ：65489617 15618227136
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21-5161 9052
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Sales@ATKchemical.com
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Beijing Solarbio Science & Tecnology Co., Ltd.
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010-50973130 18101056239
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3193328036@qq.com
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857290-04-1, N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamideRelated Search:


  • N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide
  • PF 915275
  • N-(6-aminopyridin-2-yl)-4-(4-cyanophenyl)benzenesulfonamide
  • PF 915275;PF915275
  • [1,1'-Biphenyl]-4-sulfonamide, N-(6-amino-2-pyridinyl)-4'-cyano-
  • PF-915275,PF915275,inhibit,Inhibitor,PF 915275
  • N-(6-Aminopyridin-2-yl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide
  • PF-915275, 10 mM in DMSO
  • T16510
  • 857290-04-1
  • Potent and selective 11β-hydroxysteroid dehydrogenase type 1 (11βHSD1) inhibitor (Ki=2.3 nM)