Tifenazoxide - ≥99% , CAS No.279215-43-9

CAS: 279215-43-9 Cat. No.: T647796 Formula: C₉H₁₀ClN₃O₂S₂ Peso molecolare: 291.78 PubChem CID: 135410911

GRADE & PURITY ≥99%

Synonyms

6-Chloro-3-((1-methylcyclopropyl)amino)-2H-thieno[3,2-e][1,2,4]thiadiazine 1,1-dioxide | 6-Chloro-3-((1-methylcyclopropyl)amino)-4H-thieno(3,2-e)-1,2,4-thiadiazine 1,1-dioxide | AKOS040742742 | NN414, >=98% (HPLC) | 2H-Thieno(3,2-e)-1,2,4-thiadiazin-3-ami

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Panoramica

Tifenazoxide (NN414) is a potent, orally active and SUR1/Kir6.2 selective K ATP channels opener. Tifenazoxide has antidiabetic effect, can inhibit glucose stimulated insulin release in vitro and in vivo, and has a beneficial effect on glucose homeostasis

In Vitro

Tifenazoxide (NN414) hyperpolarises βTC3 cell membranes, and inhibits insulin release from βTC6, from isolated rat islets and from human islets at least a 100-fold more potent than Diazoxide. The EC 50 values for Tifenazoxide and diazoxide are 0.45 and 31 µM, respectively in the patch-clamp assay. Tifenazoxide (100 µM) activates Kir6.2/SUR1 channels, but not Kir6.2/SUR2A or Kir6.2/SUR2 channels, expressed in Xenopus oocytes both in whole-cell and inside-out macropatch recordings. Tifenazoxide is a potent inhibitor of glucose stimulated insulin release from βTC6 cells (IC 50 = 0.15 µM). MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Tifenazoxide (NN414; 1.5 mg/kg; oral administration; twice daily; for 3 weeks; male VDF Zucker ( fa/fa ) rat) treatment for 3 weeks in VDF rats reduces basal hyperglycemia, improves glucose tolerance, and reduces hyperinsulinemia during an oral glucose tolerance test (OGTT) and improves insulin secretory responsiveness ex vivo . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Male Vancouver diabetic fatty (VDF) Zucker rat Dosage: 1.5 mg/kg Administration: Oral administration; twice daily; for 3 weeks Result: Basal glucose was significantly reduced with the fall averaging 0.64 mM after 3 weeks of treatment.

Form:Solid

IC50& Target:K ATP channels

Specifications

Sinonimi

6-Chloro-3-((1-methylcyclopropyl)amino)-2H-thieno[3,2-e][1,2,4]thiadiazine 1,1-dioxide | 6-Chloro-3-((1-methylcyclopropyl)amino)-4H-thieno(3,2-e)-1,2,4-thiadiazine 1,1-dioxide | AKOS040742742 | NN414, >=98% (HPLC) | 2H-Thieno(3,2-e)-1,2,4-thiadiazin-3-ami

Specifiche e purezza

≥99%

Meccanismi biochimici e fisiologici

Tifenazoxide (NN414) is a potent, orally active and SUR1/Kir6.2 selective K ATP channels opener. Tifenazoxide has antidiabetic effect, can inhibit glucose stimulated insulin release in vitro and in vivo, and has a beneficial effect on glucose homeostasis

Condizioni di conservazione di stoccaggio

Store at -20°C

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Purezza

≥99%

Nomi e identificatori

• Sorrisi canonici: CC1(CC1)N=C2NC3=C(SC(=C3)Cl)S(=O)(=O)N2
• IUPAC Name: 6-chloro-N-(1-methylcyclopropyl)-1,1-dioxo-4H-thieno[3,2-e][1,2,4]thiadiazin-3-imine
• InChIKey: KYSFUHHFTIGRJN-UHFFFAOYSA-N
• INCHI: 1S/C9H10ClN3O2S2/c1-9(2-3-9)12-8-11-5-4-6(10)16-7(5)17(14,15)13-8/h4H,2-3H2,1H3,(H2,11,12,13)
• Isomeri SMILES: CC1(CC1)N=C2NC3=C(SC(=C3)Cl)S(=O)(=O)N2
• WGK Germania: 3
• PubChem CID: 135410911
• Peso molecolare: 291.78

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Thiophenes
      • Subclass 2,3,5-trisubstituted thiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Thiophenes
• Subclass: 2,3,5-trisubstituted thiophenes
• Intermediate Tree Nodes: Not available
• Direct Parent: 2,3,5-trisubstituted thiophenes
• Alternative Parents: Aryl chlorides Organosulfonic acids and derivatives Heteroaromatic compounds Guanidines Azacyclic compounds Organopnictogen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2,3,5-trisubstituted thiophene - Aryl chloride - Aryl halide - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Heteroaromatic compound - Guanidine - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organochloride - Organohalogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as 2,3,5-trisubstituted thiophenes. These are organic compounds containing a thiophene that is trisubstituted at the C-2, C3- and C5-positions.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Obiettivi associati (non umani)

Rattus norvegicus (775804 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Beta-TC3 (46 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Beta-TC6 (562 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: DMSO : 100 mg/mL (342.72 mM; Need ultrasonic)
• Peso molecolare: 291.800 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 290.99 Da
• Monoisotopic Mass: 290.99 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 469.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Domande frequenti

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 279215-43-9, the molecular formula is C9H10ClN3O2S2, and the molecular weight is 291.78 g/mol. InChIKey KYSFUHHFTIGRJN-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.