78416-81-6

78416-81-6 structure

Name: Trequinsin hydrochloride
Chemical 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
CAS Number: 78416-81-6
Molecular Formula: C₂₄H₂₈ClN₃O₃
Molecular Weight: 441.95000
Catalog: Signaling Pathways Metabolic Enzyme/Protease Phosphodiesterase (PDE)
Create Date: 2018-06-15 22:39:54
Modify Date: 2024-01-05 11:12:28
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].

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
Synonyms	trequinsine HL 725 HCL TREQUINSIN HYDROCHLORIDE MINIMUM TREQUINSIN HYDROCHLORIDE Trequinsin,HCl HL 725

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.

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

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UW7727000

CHEMICAL NAME :: 4H-Pyrimido(6,1-a)isoquinolin-4-one, 2,3,6,7-tetrahydro-9,10-dimethoxy-3-methyl- 2-((2,4,6-trimethylphenyl)imino)-, monohydrochloride

CAS REGISTRY NUMBER :: 78416-81-6

LAST UPDATED :: 198803

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C24-H27-N3-O3.Cl-H

MOLECULAR WEIGHT :: 442.00

HEALTH HAZARD DATA

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

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

75535-96-5

78416-81-6

Literature: Kienzle; Bounameaux; Minder; Muggli Helvetica Chimica Acta, 1986 , vol. 69, # 7 p. 1671 - 1680

75535-95-4

78416-81-6

Literature: Kienzle; Bounameaux; Minder; Muggli Helvetica Chimica Acta, 1986 , vol. 69, # 7 p. 1671 - 1680

76536-65-7

74-88-4

78416-81-6

Literature: Kienzle; Bounameaux; Minder; Muggli Helvetica Chimica Acta, 1986 , vol. 69, # 7 p. 1671 - 1680

Precursor 3
75535-95-4 76536-65-7 74-88-4
DownStream 0

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