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40172-65-4

40172-65-4 Structure

40172-65-4 Structure
IdentificationMore
[Name]

2-AMINO-BETA-NAPHTHOTHIAZOLE
[CAS]

40172-65-4
[Synonyms]

SKA 31
-2-amine
AKOS BBS-00006561
IFLAB-BB F1386-0401
naphtho[1,2-d]thiazoL
LABOTEST-BB LT00154570
2-Amino-β-naphthothiazole
2-AMINONAPHTHO-1,2-THIAZOLE
2-AMINO-BETA-NAPHTHOTHIAZOLE
naphtho[1,2-d]thiazol-2-amine
2-AMINO-NAPHTHO[1,2-D]THIAZOLE
NAPHTHO[1,2-D]THIAZOL-2-YLAMINE
Naphtho[1,2-d]thiazol-2(1H)-imine
benzo[e][1,3]benzothiazol-2-amine
NAPHTHO[1,2-D][1,3]THIAZOL-2-AMINE
Naphtho[1,2-d]thiazol-2-amine (9CI)
2-(2-amino-5,6-dihydro-4H-pyrimidin-1-yl)acetic acid
[EINECS(EC#)]

254-822-1
[Molecular Formula]

C11H8N2S
[MDL Number]

MFCD00051329
[Molecular Weight]

200.26
[MOL File]

40172-65-4.mol
Chemical PropertiesBack Directory
[Melting point ]

184-188°C
[Boiling point ]

417.1±28.0 °C(Predicted)
[density ]

1.403±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

DMSO: ≥30mg/mL
[form ]

solid
[pka]

3.50±0.30(Predicted)
[color ]

Off-white
[Stability:]

Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
[InChI]

1S/C11H8N2S/c12-11-13-10-8-4-2-1-3-7(8)5-6-9(10)14-11/h1-6H,(H2,12,13)
[InChIKey]

FECQXVPRUCCUIL-UHFFFAOYSA-N
[SMILES]

Nc1nc2c(ccc3ccccc23)s1
[CAS DataBase Reference]

40172-65-4(CAS DataBase Reference)
[EPA Substance Registry System]

Naphtho[1,2-d]thiazol-2-amine (40172-65-4)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[WGK Germany ]

WGK 3
[TSCA ]

TSCA listed
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Hazard InformationBack Directory
[Description]

SKA-31 (40172-65-4) is a KCa3.1 and KCa2 potassium channel activator (EC50 =260, 2900, 2900 nM for KCa3.1, KCa2.1 and KCa2.2 respectively). Enhanced acetylcholine-induced EDHF dilator response in mouse carotid arteries and lowers blood pressure in mouse models at 30 mg/Kg.1,2 Evokes robust vasodilation in rat mesenteric arteries.3
[Uses]

SKA-31 is a potent potassium channel activator with EC50s of 260 nM, 1.9 μM, 2.9 μM, and 2.9 μM for KCa3.1, KCa2.2, KCa2.1 and KCa2.3, respectively. SKA-31 potentiates endothelium-derived hyperpolarizing factor response and lowers blood pressure[1].
[Biological Activity]

Activator of K Ca 3.1 and K Ca 2 channels (EC 50 values are 260, 2900, 2900 nM for K Ca 3.1, K Ca 2.1 and K Ca 2.2 respectively). Potentiates acetylcholine-induced EDHF-type dilations of mouse carotid arteries and lowers blood pressure in normotensive and hypertensive mice.
[in vivo]

SKA-31 is not acutely toxic and has good pharmacokinetic properties[1].
SKA-31 potentiates native KCa3.1 and KCa2.3 in murine carotid endothelium with EC50 values of 225 nM and 1.6 μM for KCa3.1 and KCa2.3, respectively[1].
SKA-31 stimulates KCa3.1 and KCa2.3 in vascular endothelial cells and increases acetylcholine-induced endothelium-derived hyperpolarizing factor (EDHF) -mediated vasodilation[1].
SKA-31 potentiates EDHF-type vasodilations and lowers blood pressure in mice. Injections of SKA-31 (1-30 mg/kg; i.p.) lower MAP over 24 hours in normotensive wild-type mice but not in KCa3.1(-/-) mice (-/-)[1].

Animal Model:16-25 weeks mice[1]
Dosage:1 mg/kg, 10 mg/kg, and 30 mg/kg
Administration:Intraperitoneal injection
Result:Lower MAP over 24 hours in normotensive wild-type mice but not in KCa3.1(-/-) mice (-/-).
[storage]

+4°C
[References]

Sankaranaravanan et al. (2009), Naphtho[1,2-d]thiazol-2-ylamine (SKA-31), a new activator of KCa2 and KCa3.1 potassium channels, potentiates the endothelium-derived hyperpolarizing factor response and lowers blood pressure; Mol. Pharmacol., 75 281 Brahler et al. (2009), Genetic deficit of SK3 and IK1 channels disrupts the endothelium-derived hyperpolarizing factor vasodilator and causes hypertension ; Circulation, 119 2323 Khaddaj-Mallat al. (2018), SKA-31, an activator of endothelial Ca2+-activated K+ channels evokes robust vasodilation in rat mesenteric arteries; Eur. J. Pharmacol., 831 60
Spectrum DetailBack Directory
[Spectrum Detail]

2-AMINO-BETA-NAPHTHOTHIAZOLE(40172-65-4)1HNMR
2-AMINO-BETA-NAPHTHOTHIAZOLE(40172-65-4)IR1
2-AMINO-BETA-NAPHTHOTHIAZOLE(40172-65-4)IR2
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