CAS 54063-53-5|Propafenone
Introduction：Basic information about CAS 54063-53-5|Propafenone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Propafenone | ||
|---|---|---|---|
| CAS Number | 54063-53-5 | Molecular Weight | 341.44400 |
| Density | 1.096 g/cm3 | Boiling Point | / |
| Molecular Formula | C21H27NO3 | Melting Point | 171 - 174ºC |
| MSDS | / | Flash Point | 268ºC |
Names
| Name | propafenone |
|---|---|
| Synonym | More Synonyms |
Propafenone BiologicalActivity
| Description | Propafenone (SA-79), a sodium-channel blocker, acts an antiarrhythmic agent. Propafenone also has high affinity for the β receptor (IC50=32 nM)[1]. Propafenone blocks the transient outward current (Ito) and the sustained delayed rectifier K current (Isus) with IC50 values of 4.9 μm and 8.6 μm, respectively[2]. Propafenone suppresses esophageal cancer proliferation through inducing mitochondrial dysfunction and induce apoptosis[3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Membrane Transporter/Ion Channel >>Sodium ChannelResearch Areas >>CancerResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>GPCR/G Protein >>Adrenergic ReceptorSignaling Pathways >>Membrane Transporter/Ion Channel >>Potassium Channel |
| In Vitro | Propafenone (5-25 μM) inhibits esophageal squamous cell carcinoma (ESCC) cell proliferation[3]. Propafenone causes mitochondrial dysfunction by a decreased mitochondrial membrane potential and reduced expression of Bcl-xL and Bcl-2[3]. Propafenone (10 and 20 μm) treatment significantly down regulates the expression levels of the anti-apoptotic proteins Bcl-xL and Bcl-2 in ESCC cells. Propafenone also reduces expression of p-ERK[3]. Cell Proliferation Assay[3] Cell Line: The human ESCC cell lines KYSE30, KYSE150 and KYSE270 Concentration: 5, 10, 15, 20, and 25 μm Incubation Time: 24, 48, and 72 hours Result: Gradually decreased cell proliferation over time and potently inhibited cell proliferation with increasing concentrations in KYSE30, KYSE150 and KYSE270 cells. Western Blot Analysis[3] Cell Line: The human ESCC cell lines KYSE30, KYSE150 and KYSE270 Concentration: 0, 10, and 20 μm Incubation Time: 72 hours Result: Significant downregulation of Bcl-xL and Bcl-2 expression levels was observed. |
| In Vivo | Propafenone (20 mg/kg; intraperitoneal injection every other day) markedly suppresses the tumor burden with a decrease of 69.2%[3]. Propafenone also significantly inhibits tumor cell proliferation (mean index decreased from 56.3±6.7% in the DMSO-treated group to 20.7±5.1% in the 10 mg/kg propafenone-treated group and 11.3±4.0% in the 20 mg/kg propafenone-treated group)[3]. Animal Model: Female BALB/c nude mice bearing KYSE270-derived xenografts (6-8 weeks)[3] Dosage: 10 mg/kg or 20 mg/kg Administration: Intraperitoneally injected Result: Exerted a significantly inhibitory effect on the growth of tumor xenografts. |
| References | [1]. J T Lee, et al. The role of genetically determined polymorphic drug metabolism in the beta-blockade produced by propafenone. N Engl J Med. 1990 Jun 21;322(25):1764-8. [2]. A Seki, et al. Effects of propafenone on K currents in human atrial myocytes. Br J Pharmacol. 1999 Mar;126(5):1153-62. [3]. Wei-Bin Zheng, et al. Propafenone suppresses esophageal cancer proliferation through inducing mitochondrial dysfunction. Am J Cancer Res. 2017 Nov 1;7(11):2245-2256. |
Chemical & Physical Properties
| Density | 1.096 g/cm3 |
|---|---|
| Melting Point | 171 - 174ºC |
| Molecular Formula | C21H27NO3 |
| Molecular Weight | 341.44400 |
| Flash Point | 268ºC |
| Exact Mass | 341.19900 |
| PSA | 58.56000 |
| LogP | 3.63230 |
| Index of Refraction | 1.557 |
| InChIKey | JWHAUXFOSRPERK-UHFFFAOYSA-N |
| SMILES | CCCNCC(O)COc1ccccc1C(=O)CCc1ccccc1 |
| Storage condition | 2-8°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 36 mg/kg/3D-I
- TOXIC EFFECTS :
- Behavioral - hallucinations, distorted perceptions Behavioral - toxic psychosis Behavioral - alteration of classical conditioning
- REFERENCE :
- JCLPDE Journal of Clinical Psychiatry. (Physicians Postgraduate Press, Inc., POB 240008, Memphis, TN 38124) V.39- 1978- Volume(issue)/page/year: 46,104,1985
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 2346 mg/kg/1Y-I
- TOXIC EFFECTS :
- Peripheral Nerve and Sensation - sensory change involving peripheral nerve
- REFERENCE :
- MACPAJ Mayo Clinic Proceedings. (Room 1035, Plummer Bldg., Mayo Clinic, Rochester, MN 55905) V.39- 1964- Volume(issue)/page/year: 70,469,1995
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 1404 mg/kg/78D-I
- TOXIC EFFECTS :
- Skin and Appendages - dermatitis, allergic (after systemic exposure)
- REFERENCE :
- AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 104,589,1986
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 116 mg/kg
- TOXIC EFFECTS :
- Behavioral - convulsions or effect on seizure threshold Behavioral - coma Cardiac - EKG changes not diagnostic of specified effects
- REFERENCE :
- AEMED3 Annals of Emergency Medicine. (American College of Emergency Physicians, 1125 Executive Circle, Irving, TX 75038) Volume(issue)/page/year: 24,98,1994
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 440 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JJTOEX Japanese Journal of Toxicology. (Yakugyo Jihosha, Hokushin Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo, 101, Japan) V.1- 1988- Volume(issue)/page/year: 4,121,1991
Safety Information
| Hazard Codes | T |
|---|---|
| Risk Phrases | R46 |
| Safety Phrases | 53-36/37/39-45 |
| WGK Germany | 3 |
| RTECS | UH2833000 |
Synonyms
| EINECS 258-955-6 |
| WZ-884-643 |
| WZ-884-642 |
| 5-OH-Propafenone-D5 |
| Propafenone |
| PROPAFENONE HCL USP |
| MFCD00216020 |
