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CAS

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857290-04-1

N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide is a chemical compound that belongs to the sulfonamide class of drugs. It is characterized by a central biphenyl ring with a cyano group and a sulfonamide group attached to it, as well as an amino-pyridinyl group attached to one of the benzene rings. N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide is often used as an inhibitor of carbonic anhydrase, an enzyme that plays a crucial role in regulating acid-base balance in the body.

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  • 857290-04-1 Structure

  • Basic information

    1. Product Name: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide
    2. Synonyms: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide;PF 915275;N-(6-aminopyridin-2-yl)-4-(4-cyanophenyl)benzenesulfonamide
    3. CAS NO:857290-04-1
    4. Molecular Formula: C18H14N4O2S
    5. Molecular Weight: 350.39436
    6. EINECS: N/A
    7. Product Categories: Potent and selective 11β-hydroxysteroid dehydrogenase type 1 (11βHSD1) inhibitor (Ki=2.3 nM)
    8. Mol File: 857290-04-1.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 610.9°C at 760 mmHg
    3. Flash Point: 323.3°C
    4. Appearance: /
    5. Density: 1.44g/cm3
    6. Vapor Pressure: 7.27E-15mmHg at 25°C
    7. Refractive Index: 1.709
    8. Storage Temp.: Store at RT
    9. Solubility: N/A
    10. PKA: 7.97±0.29(Predicted)
    11. CAS DataBase Reference: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide(CAS DataBase Reference)
    12. NIST Chemistry Reference: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide(857290-04-1)
    13. EPA Substance Registry System: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide(857290-04-1)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 857290-04-1(Hazardous Substances Data)

857290-04-1 Usage

Uses

Used in Pharmaceutical Industry:
N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide is used as a therapeutic agent for the treatment of various medical conditions. Its ability to inhibit carbonic anhydrase makes it a potential candidate for treating glaucoma, epilepsy, and certain types of cancer. N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide's effectiveness in modulating the activity of carbonic anhydrase can help alleviate symptoms and improve patient outcomes in these conditions.
Used in Biochemical Research:
N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide is also a widely used research tool in the field of biochemistry. Its ability to inhibit carbonic anhydrase makes it valuable for studying the enzyme's role in various biological processes and for investigating the mechanisms of action of other compounds that target this enzyme.
Used in Drug Development:
In the pharmaceutical development industry, N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide serves as a lead compound for the design and synthesis of new drugs targeting carbonic anhydrase. Its unique chemical structure and inhibitory properties provide a foundation for the development of more potent and selective carbonic anhydrase inhibitors, which can be used to treat a range of medical conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 857290-04-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,5,7,2,9 and 0 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 857290-04:
(8*8)+(7*5)+(6*7)+(5*2)+(4*9)+(3*0)+(2*0)+(1*4)=191
191 % 10 = 1
So 857290-04-1 is a valid CAS Registry Number.
InChI:InChI=1/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)

857290-04-1Downstream Products

857290-04-1Relevant articles and documents

N-(Pyridin-2-yl) arylsulfonamide inhibitors of 11β-hydroxysteroid dehydrogenase type 1: Strategies to eliminate reactive metabolites

Nair, Sajiv K.,Matthews, Jean J.,Cripps, Stephan J.,Cheng, Hengmiao,Hoffman, Jacqui E.,Smith, Christopher,Kupchinsky, Stanley,Siu, Michael,Taylor, Wendy D.,Wang, Yong,Johnson, Theodore O.,Dress, Klaus R.,Edwards, Martin P.,Zhou, Sue,Hosea, Natilie A.,Lapaglia, Amy,Kang, Ping,Castro, Arturo,Ermolieff, Jacques,Fanjul, Andrea,Vogel, Jennifer E.,Rejto, Paul,Dalvie, Deepak

, p. 2344 - 2348 (2013/05/09)

N-(Pyridin-2-yl) arylsulfonamides 1 and 2 (PF-915275) were identified as potent inhibitors of 11β-hydroxysteroid dehydrogenase type 1. A screen for bioactivation revealed that these compounds formed glutathione conjugates. This communication presents the results of a risk benefit analysis carried out to progress 2 (PF-915275) to a clinical study and the strategies used to eliminate reactive metabolites in this series of inhibitors. Based on the proposed mechanism of bioactivation and structure-activity relationships, design efforts led to N-(pyridin-2-yl) arylsulfonamides such as 18 and 20 that maintained potent 11β-hydroxysteroid dehydrogenase type 1 activity, showed exquisite pharmacokinetic profiles, and were negative in the reactive metabolite assay.

N-(Pyridin-2-yl) arylsulfonamide inhibitors of 11β-hydroxysteroid dehydrogenase type 1: Discovery of PF-915275

Siu, Michael,Johnson, Theodore O.,Wang, Yong,Nair, Sajiv K.,Taylor, Wendy D.,Cripps, Stephan J.,Matthews, Jean J.,Edwards, Martin P.,Pauly, Thomas A.,Ermolieff, Jacques,Castro, Arturo,Hosea, Natilie A.,LaPaglia, Amy,Fanjul, Andrea N.,Vogel, Jennifer E.

scheme or table, p. 3493 - 3497 (2010/04/05)

N-(Pyridin-2-yl) arylsulfonamides are identified as inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11βHSD1), an enzyme that catalyzes the reduction of the glucocorticoid cortisone to cortisol. Dysregulation of glucocorticoids has been implicated in the pathogenesis of diabetes and the metabolic syndrome. In this Letter, we present the development of an initial lead to an efficient ligand with improved physiochemical properties using a deletion strategy. This strategy allowed for further optimization of potency leading to the discovery of the clinical candidate PF-915275.

Amino heterocyclyl inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1

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Page/Page column 50, (2010/02/12)

The present invention relates to compounds with the formula (I), or a pharmaceutically acceptable salt thereof: The invention also relates to pharmaceutical compositions comprising the compounds of formula (I) or formula (II) and methods of treating a condition that is mediated by the modulation of 11-β-hsd-1, the method comprising administering to a mammal an effective amount of a compound of formula (I) or formula (II).

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