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 |
Signal Word | Warning | |
Use of SKA-31SKA-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.
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 |
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 |
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 |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
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 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
|
~89%
SKA-31 CAS#:40172-65-4 |
| Literature: Zhao, Jinwu; Huang, Huawen; Wu, Wanqing; Chen, Huoji; Jiang, Huanfeng Organic Letters, 2013 , vol. 15, # 11 p. 2604 - 2607 |
|
~80%
SKA-31 CAS#:40172-65-4 |
| Literature: Liu; Lee; Shih; Chen; Tao Archiv der Pharmazie, 1982 , vol. 315, # 10 p. 872 - 877 |
|
~61%
SKA-31 CAS#:40172-65-4 |
| Literature: Moradi Rufchahi; Yousefi, Hessamoddin; Mohammadinia, Mojgan Journal of Molecular Liquids, 2013 , vol. 188, p. 173 - 177 |
|
~%
SKA-31 CAS#:40172-65-4 |
| Literature: Ubaldini; Fiorenza Gazzetta Chimica Italiana, 1946 , vol. 76, p. 215,221 |
|
~%
SKA-31 CAS#:40172-65-4 |
| Literature: Freund Chemische Berichte, 1891 , vol. 24, p. 4187 |
|
~%
SKA-31 CAS#:40172-65-4 |
| Literature: Kajino; Mizuno; Tawada; Shibouta; Nishikawa; Meguro Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 11 p. 2888 - 2895 |
|
~%
SKA-31 CAS#:40172-65-4 |
| Literature: Gorelik,M.V.; Lomzakova,V.I. Zhurnal Organicheskoi Khimii, 1978 , vol. 14, # 5 p. 1051 - 1055,981 - 985 |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 7 | |
|---|---|
| DownStream 5 | |
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% |
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 |
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. |
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. |