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

CAS: 279215-43-9 Cat. No.: T647796 Molecular Weight: 291.78 PubChem CID: 135410911
AVAILABLE TO ORDER
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
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
5mg
T647796-5mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$350.90
10mg
T647796-10mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$560.90
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Why this grade

≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

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

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
Specifications & Purity
≥99%
Biochemical and Physiological Mechanisms
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
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥99%
Names and Identifiers
Canonical SmilesCC1(CC1)N=C2NC3=C(SC(=C3)Cl)S(=O)(=O)N2
IUPAC Name6-chloro-N-(1-methylcyclopropyl)-1,1-dioxo-4H-thieno[3,2-e][1,2,4]thiadiazin-3-imine
InChIKeyKYSFUHHFTIGRJN-UHFFFAOYSA-N
INCHI1S/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)
Isomeric SMILES CC1(CC1)N=C2NC3=C(SC(=C3)Cl)S(=O)(=O)N2
WGK Germany 3
PubChem CID 135410911
Molecular Weight 291.78

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassThiophenes
Subclass2,3,5-trisubstituted thiophenes
Intermediate Tree Nodes Not available
Direct Parent2,3,5-trisubstituted thiophenes
Alternative Parents Aryl chlorides  Organosulfonic acids and derivatives  Heteroaromatic compounds  Guanidines  Azacyclic compounds  Organopnictogen compounds  Organochlorides  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic 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
DescriptionThis 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
3D Structure
Interactive Chemical Structure Model





Associated Targets(non-human)
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Beta-TC3 (46 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Beta-TC6 (562 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SolubilityDMSO : 100 mg/mL (342.72 mM; Need ultrasonic)
Molecular Weight291.800 g/mol
XLogP31.900
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass290.99 Da
Monoisotopic Mass290.99 Da
Topological Polar Surface Area107.000 Ų
Heavy Atom Count17
Formal Charge0
Complexity469.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Solution Calculators
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