2-AMINO-BETA-NAPHTHOTHIAZOLE

Product Name: 2-AMINO-BETA-NAPHTHOTHIAZOLE
CAS No.: 40172-65-4
Chemical Name: 2-AMINO-BETA-NAPHTHOTHIAZOLE
Synonyms: SKA 31;-2-amine;SKA-31【S5576】;AKOS BBS-00006561;IFLAB-BB F1386-0401;naphtho[1,2-d]thiazoL;SKA-31, 10 mM in DMSO;LABOTEST-BB LT00154570;2-Amino-β-naphthothiazole;2-AMINONAPHTHO-1,2-THIAZOLE
CBNumber: CB5244427
Molecular Formula: C11H8N2S
Formula Weight: 200.26
MOL File: 40172-65-4.mol

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2-AMINO-BETA-NAPHTHOTHIAZOLE Property

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.
CAS DataBase Reference: 40172-65-4(CAS DataBase Reference)
EPA Substance Registry System: Naphtho[1,2-d]thiazol-2-amine (40172-65-4)

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Safety

Hazard Codes: Xn
Risk Statements: 20/21/22-36/37/38-36-22
Safety Statements: 22-36/37/39-26

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S5576
Product name: SKA-31
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $114
Updated: 2025/07/31

Sigma-Aldrich

Product number: S5576
Product name: SKA-31
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $632
Updated: 2025/07/31

Cayman Chemical

Product number: 29690
Product name: SKA-31
Packaging: 5mg
Price: $53
Updated: 2024/03/01

Cayman Chemical

Product number: 29690
Product name: SKA-31
Packaging: 10mg
Price: $92
Updated: 2024/03/01

Cayman Chemical

Product number: 29690
Product name: SKA-31
Packaging: 25mg
Price: $213
Updated: 2024/03/01

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2-AMINO-BETA-NAPHTHOTHIAZOLE Chemical Properties,Usage,Production

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

[1] ANANTHAKRISHNAN SANKARANARAYANAN. 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.[J]. Molecular Pharmacology, 2009, 75 2: 281-295. DOI:10.1124/mol.108.051425
[2] SEBASTIAN BRÄHLER. Genetic deficit of SK3 and IK1 channels disrupts the endothelium-derived hyperpolarizing factor vasodilator pathway and causes hypertension.[J]. Circulation, 2009, 119 17: 2323-2332. DOI:10.1161/circulationaha.108.846634
[3] RAYAN KHADDAJ-MALLAT Andrew P B Cini Mathew John. SKA-31, an activator of endothelial Ca2+-activated K+ channels evokes robust vasodilation in rat mesenteric arteries[J]. European journal of pharmacology, 2018, 831: Pages 60-67. DOI:10.1016/j.ejphar.2018.05.006

2-AMINO-BETA-NAPHTHOTHIAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-AMINO-BETA-NAPHTHOTHIAZOLE Suppliers

Canada 1 China 85 Europe 1 Germany 6 Ukraine 3 United Kingdom 5 United States 15 USA 1 Global 117

3B Pharmachem (Wuhan) International Co.,Ltd.

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40172-65-4, 2-AMINO-BETA-NAPHTHOTHIAZOLERelated Search:

PF-01367338 ML335 NOTUMib-1 Levetiracetam 2'-Deoxyadenosine Bithionol Octamethylcyclotetrasiloxane Perfecta3D hanging drop plate ALPHA-AMINO-BETA-NAPHTHOTHIAZOLE IFLAB-BB F1386-0362 Rifamexil 2-AMINO-BETA-NAPHTHOTHIAZOLE

NAPHTHO[1,2-D][1,3]THIAZOL-2-AMINE

NAPHTHO[1,2-D]THIAZOL-2-YLAMINE

2-AMINO-BETA-NAPHTHOTHIAZOLE

2-AMINO-NAPHTHO[1,2-D]THIAZOLE

2-AMINONAPHTHO-1,2-THIAZOLE

AKOS BBS-00006561

IFLAB-BB F1386-0401

LABOTEST-BB LT00154570

naphtho[1,2-d]thiazol-2-amine

Naphtho[1,2-d]thiazol-2-amine (9CI)

2-Amino-β-naphthothiazole

SKA 31

2-(2-amino-5,6-dihydro-4H-pyrimidin-1-yl)acetic acid

-2-amine

naphtho[1,2-d]thiazoL

Naphtho[1,2-d]thiazol-2(1H)-imine

benzo[e][1,3]benzothiazol-2-amine

inhibit,Potassium Channel,SKA-31,KcsA,Inhibitor

SKA-31, 10 mM in DMSO

SKA-31【S5576】

40172-65-4

BENZOTHIAZOLE