ChemicalBook Product Catalog API Circulatory system drugs Angina Pectoris Drugs 7-(Diethylamino)-5-methyl-s-triazolo[1,5-a]pyrimidine

7-(Diethylamino)-5-methyl-s-triazolo[1,5-a]pyrimidine

Product Name7-(Diethylamino)-5-methyl-s-triazolo[1,5-a]pyrimidine
CAS15421-84-8
MFC10H15N5
MW205.26
EINECS239-434-2
MOL File15421-84-8.mol

Chemical Properties

Melting point	98-99.4° (Pfeifer); 102-104° from heptane (Tenor)
Density	1.20±0.1 g/cm3(Predicted)
storage temp.	Inert atmosphere,Room Temperature
solubility	H2O: ≥15mg/mL
pka	pKs = 2.79(at 25℃)
form	powder
color	white to tan
Major Application	pharmaceutical (small molecule)
InChI	InChI=1S/C10H15N5/c1-4-14(5-2)9-6-8(3)13-10-11-7-12-15(9)10/h6-7H,4-5H2,1-3H3
InChIKey	GSNOZLZNQMLSKJ-UHFFFAOYSA-N
SMILES	C12=NC=NN1C(N(CC)CC)=CC(C)=N2
CAS DataBase Reference	15421-84-8

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26
WGK Germany	3
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3
Toxicity	LD50 in mice, rats (mg/kg): 115, 76 i.v.; 380, 235 orally; 155, 100 i.p.; 132, 100 s.c. (Fuller)

Usage And Synthesis

Chemical Properties

White or almost white, crystalline powder

Originator

Rocornal,Mochida,Japan,1978

Uses

Vasodilator;PDGF antagonist

Definition

ChEBI: Trapidil is a member of triazolopyrimidines.

Manufacturing Process

8.4 g of 5-methyl-7-chloro-s-triazolo-(1,5-a)-pyrimidine were suspended in 30 cc of water and 7.3 g of diethylamine added. After 2 hours heating with stirring, the mixture was concentrated under vacuum. The residue was recrystallized from n-heptane. This process yielded 8.1 g of the 5-methyl-7- diethylamino-s-triazolo-(1,5-a)-pyrimidine having a melting point of 103°C to 104°C. The hydrochloride produced in the usual manner had a melting point of 212°C.

Therapeutic Function

Coronary vasodilator

Biological Activity

Trapidil is an antiplatelet agent th at acts in part as a phosphodiesterase inhibitor and as a competitive inhibitor of the platelet-derived growth factor (PDGF) receptor. Trapidil, with its vasodilator and NO releasing effect may have some potential to diminish the tissue injury. Trapidil suppresses platelet-derived growth factor (PDGF)-induced vascular smooth muscle cell (VSMC) proliferation by inhibiting Raf-1/extracellular signal-regulated kinase (ERK) via cAMP/protein kinase A (PKA). In addn. to cAMP/PKA activation, trapidil inhibits RhoA/ROCK activation.

Safety Profile

Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. An experimental teratogen. Other experimental reproductive effects. A coronary vasodilator. When heated to decomposition it emits toxic fumes of NOx. See also MINES.

7-(Diethylamino)-5-methyl-s-triazolo[1,5-a]pyrimidine

Chemical Properties

Safety Information

Usage And Synthesis

Preparation Products And Raw materials

7-(Diethylamino)-5-methyl-s-triazolo[1,5-a]pyrimidine Supplier

7-(Diethylamino)-5-methyl-s-triazolo[1,5-a]pyrimidine manufacturers

Related Product Information