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SML0553

Sigma-Aldrich

NN414

≥98% (HPLC)

Synonyme(s) :

6-Chloro-3-[[1-methylcyclopropyl]amino]-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide, Tifenazoxide

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About This Item

Formule empirique (notation de Hill):
C9H10ClN3O2S2
Numéro CAS:
279215-43-9
Poids moléculaire :
291.78
Numéro MDL:
MFCD18711369
Code UNSPSC :
12352200
ID de substance PubChem :
329825549
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 15 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

CC1(CC1)NC2=NS(=O)(=O)c3sc(Cl)cc3N2

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)

Clé InChI

KYSFUHHFTIGRJN-UHFFFAOYSA-N

Actions biochimiques/physiologiques

NN414 is a potent Kir6.2/SUR1 selective K-ATP channel opener. Activation of the pancreatic Kir6.2/SUR KATP channels inhibits insulin release to induce beta cell rest, reducing the workload of the beta cell which is thought may prove beneficial for patients with type 2 diabetes. A recent study found that NN414 also triggered burst-like discharges in substantia nigra dopamine neurons. These K-ATP channel enabled burst-like discharges are associated with novelty-dependent exploratory behavior and may also have relevance to Parkinson′s disease.

Caractéristiques et avantages

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

C Beall et al.
Diabetologia, 55(9), 2432-2444 (2012-07-05)
Hypothalamic glucose-excited (GE) neurons contribute to whole-body glucose homeostasis and participate in the detection of hypoglycaemia. This system appears defective in type 1 diabetes, in which hypoglycaemia commonly occurs. Unfortunately, it is at present unclear which molecular components required for
Elizabeth Haythorne et al.
Neuropharmacology, 111, 212-222 (2016-09-14)
Individuals with Type 1 diabetes (T1D) are often exposed to recurrent episodes of hypoglycaemia. This reduces hormonal and behavioural responses that normally counteract low glucose in order to maintain glucose homeostasis, with altered responsiveness of glucose sensing hypothalamic neurons implicated.
Jelena Sikimic et al.
Frontiers in endocrinology, 11, 545638-545638 (2020-11-17)
Congenital hyperinsulinism (CHI) is a rare disease characterized by persistent hypoglycemia as a result of inappropriate insulin secretion, which can lead to irreversible neurological defects in infants. Poor efficacy and strong adverse effects of the current medications impede successful treatment.

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