SKA-31

Modify Date: 2026-07-08 19:04:32

SKA-31 Structure
SKA-31 structure
Common Name SKA-31
CAS Number 40172-65-4 Molecular Weight 200.26
Density 1.403g/cm3 Boiling Point 417.1ºC at 760 mmHg
Molecular Formula C11H8N2S Melting Point 184-188ºC
MSDS Chinese USA Flash Point 206.1ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of SKA-31


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].

Summary: Naphtho(1,2-d)thiazole-2-amine, also known as benzo[e][1,3]benzothiazol-2-amine or SKA-31, CAS number 40172-65-4, has a molecular formula of C11H8N2S and a molecular weight of 200.26. For research-use only, not for medical or clinical usage.


 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name benzo[e][1,3]benzothiazol-2-amine
Synonym More Synonyms

 SKA-31 Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description 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].
Related Catalog
Target

EC50: 2.9 μM (KCa2.1), 1.9 μM (KCa2.2), 2.9 μM (KCa2.3), 260 nM (KCa3.1)[1]

In Vitro SKA-31 activates KCa2/3 Channels more potently than Riluzole, and is more selective over other Ion channels[1]. SKA-31 reduces cell viability with IC50s of 5.3 μM , 46.9 μm in HCT-116 cells and HCT-8 cells, respectively[2]. SKA-31 (5.3 μM; 0-96 hours) reduces HCT-116 cells proliferation when added at time zero at IC50 value[2]. SKA-31 triggers apoptosis in HCT-116 cells at 5 μM, and the effect is smaller in HCT-8 cells at 45 μM[2]. SKA-31 increases the percentage of cells in G0/G1 phase in HCT-116 and HCT-8 cell lines at 5 μM and 45 μM, respectively[2]. SKA-31 further activates Caspase 3 and reduces Akt phosphorylation induced by Cisplatin[2]. SKA-31 has a synergic effect with Cisplatin also on the inhibition of HCT-116 cell proliferation[2]. Cell Viability Assay[2] Cell Line: HCT-116 cells, HCT-8 cells Concentration: Incubation Time: 24 hours Result: Reduced cell viability with IC50s of 5.3 μM , 46.9 μm in HCT-116 and HCT-8, respectively. Cell Proliferation Assay[2] Cell Line: HCT-116 cells Concentration: 5.3 μM Incubation Time: 0-96 hours Result: Reduced HCT-116 cells proliferation when added at time zero at IC50S value. Apoptosis Analysis[2] Cell Line: HCT-116 cells, HCT-8 cells Concentration: 5 μM (HCT-116 cells), 45 μM (HCT-8 cells) Incubation Time: 24 hours Result: Triggered apoptosis in HCT-116 cells, and the effect was smaller in HCT-8 cells. Cell Cycle Analysis[2] Cell Line: HCT-116cells, HCT-8 cells Concentration: 5 μM (HCT-116), 45 μM (HCT-8) Incubation Time: 24 hours Result: Increased the percentage of cells in G0/G1 phase in HCT-116 and HCT-8 cell lines. Western Blot Analysis[2] Cell Line: HCT-116 cells Concentration: Incubation Time: 24 hours Result: Further activated Caspase 3 and reduced Akt phosphorylation when co-treatment with Cisplatin in HCT-116 cells.
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 (-/-).
References

[1]. Sankaranarayanan A, et al. 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. 2009 Feb;75(2):281-95.

[2]. Serena Pillozzi, et al. The combined activation of KCa3.1 and inhibition of Kv11.1/hERG1 currents contribute to overcome Cisplatin resistance in colorectal cancer cells. Br J Cancer. 2018 Jan; 118(2): 200–212.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.403g/cm3
Boiling Point 417.1ºC at 760 mmHg
Melting Point 184-188ºC
Molecular Formula C11H8N2S
Molecular Weight 200.26
Flash Point 206.1ºC
Exact Mass 200.04100
PSA 67.15000
LogP 3.61290
Index of Refraction 1.83
InChIKey FECQXVPRUCCUIL-UHFFFAOYSA-N
SMILES Nc1nc2c(ccc3ccccc32)s1
Storage condition Store at +4°C

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H319
Precautionary Statements P305 + P351 + P338
Hazard Codes Xn
Risk Phrases 20/21/22-36/37/38
Safety Phrases 22-36/37/39
RIDADR NONH for all modes of transport
HS Code 2934999090

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

~89%

SKA-31 Structure

SKA-31

CAS#:40172-65-4

Learn More
Literature: Zhao, Jinwu; Huang, Huawen; Wu, Wanqing; Chen, Huoji; Jiang, Huanfeng Organic Letters, 2013 , vol. 15, # 11 p. 2604 - 2607

~80%

SKA-31 Structure

SKA-31

CAS#:40172-65-4

Learn More
Literature: Liu; Lee; Shih; Chen; Tao Archiv der Pharmazie, 1982 , vol. 315, # 10 p. 872 - 877

~61%

SKA-31 Structure

SKA-31

CAS#:40172-65-4

Learn More
Literature: Moradi Rufchahi; Yousefi, Hessamoddin; Mohammadinia, Mojgan Journal of Molecular Liquids, 2013 , vol. 188, p. 173 - 177

~%

SKA-31 Structure

SKA-31

CAS#:40172-65-4

Learn More
Literature: Ubaldini; Fiorenza Gazzetta Chimica Italiana, 1946 , vol. 76, p. 215,221

~%

SKA-31 Structure

SKA-31

CAS#:40172-65-4

Learn More
Literature: Freund Chemische Berichte, 1891 , vol. 24, p. 4187

~%

SKA-31 Structure

SKA-31

CAS#:40172-65-4

Learn More
Literature: Kajino; Mizuno; Tawada; Shibouta; Nishikawa; Meguro Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 11 p. 2888 - 2895

~%

SKA-31 Structure

SKA-31

CAS#:40172-65-4

Learn More
Literature: Gorelik,M.V.; Lomzakova,V.I. Zhurnal Organicheskoi Khimii, 1978 , vol. 14, # 5 p. 1051 - 1055,981 - 985

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

F1386-0401
naphtho[1,2-d]thiazol-2-amine
MFCD00051329
2-Aminonaphthiazole
EINECS 254-822-1
2-amminonafto<1,2-a>tiazolo
2-Aminonaphtol<1,2-d>thiazole
Naphtho[1,2-d]thiazol-2-ylamine
2-Aminonaphtho<thiazol

 SKA-31 | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What are the uses of benzo[e][1,3]benzothiazol-2-amine?
A: Main uses of benzo[e][1,3]benzothiazol-2-amine: 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].
Q: What is the CAS number of benzo[e][1,3]benzothiazol-2-amine?
A: CAS number of benzo[e][1,3]benzothiazol-2-amine is 40172-65-4.
Q: What is the LogP of benzo[e][1,3]benzothiazol-2-amine?
A: LogP of benzo[e][1,3]benzothiazol-2-amine is 3.61290.
Q: What are the upstream materials of benzo[e][1,3]benzothiazol-2-amine?
A: Related upstream materials(CAS) of benzo[e][1,3]benzothiazol-2-amine: 529-34-0;86-88-4;333-20-0;134-32-7;1240-37-5;13207-48-2;34176-49-3.
Q: What are the storage conditions for benzo[e][1,3]benzothiazol-2-amine?
A: Storage conditions for benzo[e][1,3]benzothiazol-2-amine: Store at +4°C.
Q: What is the molecular formula of benzo[e][1,3]benzothiazol-2-amine?
A: Molecular formula of benzo[e][1,3]benzothiazol-2-amine is C11H8N2S.
Q: What are the downstream products of benzo[e][1,3]benzothiazol-2-amine?
A: Related downstream products(CAS) of benzo[e][1,3]benzothiazol-2-amine: 19474-00-1;84038-90-4;94123-43-0;94123-44-1;63512-54-9.
Q: What is the InChIKey of benzo[e][1,3]benzothiazol-2-amine?
A: InChIKey of benzo[e][1,3]benzothiazol-2-amine is FECQXVPRUCCUIL-UHFFFAOYSA-N.
Q: What is the English name of benzo[e][1,3]benzothiazol-2-amine?
A: The English name of benzo[e][1,3]benzothiazol-2-amine is benzo[e][1,3]benzothiazol-2-amine.
Q: What is the molecular weight of benzo[e][1,3]benzothiazol-2-amine?
A: Molecular weight of benzo[e][1,3]benzothiazol-2-amine is 200.26.

 SKA-31factory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.