CAS 78416-81-6|Trequinsin hydrochloride
| Common Name | Trequinsin hydrochloride | ||
|---|---|---|---|
| CAS Number | 78416-81-6 | Molecular Weight | 441.95000 |
| Density | / | Boiling Point | 613.8ºC at 760 mmHg |
| Molecular Formula | C24H28ClN3O3 | Melting Point | / |
| MSDS | USA | Flash Point | 325ºC |
Names
| Name | Trequinsin hydrochloride,2,3,6,7-Tetrahydro-9,10-dimethoxy-3-methyl-2-[(2,4,6-trimethylphenyl)imino]-4H-pyrimido[6,1-a]isoquinolin-4-onehydrochloride |
|---|---|
| Synonym | More Synonyms |
Trequinsin hydrochloride BiologicalActivity
| Description | Trequinsin hydrochloride (HL 725) is an extremely potent inhibitor of platelet CAMP phosphodiesterase (PDE), with an IC50 of 0.25 nM. Trequinsin hydrochloride (HL 725) is an extremely potent inhibitor of the aggregation of human platelets induced in vitro by ADP, collagen, thrombin and epinephrine[1][2][3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>Phosphodiesterase (PDE)Research Areas >>Metabolic Disease |
| In Vitro | Trequinsin hydrochloride exerts besides its cardiovascular and antihypertensive qualities very potent antiplatelet activities[1]. Trequinsin hydrochloride is an efficacious agonist of [Ca2+]i[3]. Cell Viability Assay[3] Cell Line: Samples from healthy volunteer research donors with normal sperm motility parameters in agreement with World Health Organization 2010 criteria. Concentration: 10 μM. Incubation Time: 20 min. Result: Caused a concentrationdependent increase in [Ca2+]i (EC50 = 6.4 μM [95% confidence interval (CI): 4.1-9.9 μM]). |
| References | [1]. D Ruppert,, et al. HL 725, an extremely potent inhibitor of platelet phosphodiesterase and induced platelet aggregation in vitro. Life Sci. 1982 Nov 8;31(19):2037-43. [2]. K C Agarwal, et al. Role of plasma adenosine in the antiplatelet action of HL 725, a potent inhibitor of cAMP phosphodiesterase: species differences. Thromb Res. 1987 Jul 15;47(2):191-200. [3]. Rachel C McBrinn, et al. Novel pharmacological actions of trequinsin hydrochloride improve human sperm cell motility and function. Br J Pharmacol. 2019 Dec;176(23):4521-4536. |
Chemical & Physical Properties
| Boiling Point | 613.8ºC at 760 mmHg |
|---|---|
| Molecular Formula | C24H28ClN3O3 |
| Molecular Weight | 441.95000 |
| Flash Point | 325ºC |
| Exact Mass | 441.18200 |
| PSA | 57.75000 |
| LogP | 4.38670 |
| InChIKey | DTCZZBVPTHVXFA-UHFFFAOYSA-N |
| SMILES | COc1cc2c(cc1OC)-c1cc(=Nc3c(C)cc(C)cc3C)n(C)c(=O)n1CC2.Cl |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 150 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 27,1470,1984
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | UW7727000 |
Articles28
More Articles| Pituitary adenylate cyclase activating polypeptide (PACAP) potently enhances tyrosine hydroxylase (TH) expression in adrenal chromaffin cells. Life Sci. 54(22) , 1735-43, (1994) In primary cultured bovine adrenal chromaffin cells (BACC), pituitary adenylate cyclase activating polypeptide 1-38 (PACAP) produced a dose related increase in tyrosine hydroxylase (TH) Vmax when meas... | |
| Atrial natriuretic peptide reduces cyclic AMP by activating cyclic GMP-stimulated phosphodiesterase in vascular endothelial cells. J. Cardiovasc. Pharmacol. 24(3) , 351-7, (1994) Bovine aortic endothelial cells contain cyclic GMP-stimulated phosphodiesterase (PDE) regulating intracellular cyclic AMP and cyclic GMP levels. To investigate the roles of this PDE isoform for cyclic... | |
| Role of cGMP-inhibited phosphodiesterase and sarcoplasmic calcium in mediating the increase in basal heart rate with nitric oxide donors. J. Mol. Cell. Cardiol. 32(10) , 1831-40, (2000) Nitric oxide (NO) donors increase heart rate (HR) through a guanylyl cyclase-dependent stimulation of the pacemaker current I(f), without affecting basal I(Ca-L). The activity of I(f)is known to be en... |
Synonyms
| trequinsine |
| HL 725 HCL |
| TREQUINSIN HYDROCHLORIDE MINIMUM |
| TREQUINSIN HYDROCHLORIDE |
| Trequinsin,HCl |
| HL 725 |
