Identification | Back Directory | [Name]
7-(DIETHYLAMINO)-5-METHYL-S-TRIAZOLO[1,5-A]PYRIMIDINE | [CAS]
15421-84-8 | [Synonyms]
ar12008 TRAPIDIL Trapymin Avantrin rocornal Trapymine Trapidil CRS Trapidil (AR12008) Trapidil >=98% (HPLC) 5-methyl-7-diaethylamino-s-triazolo(1.5-a)pyrimidin 5-methyl-7-diethylamino-s-triazolo-(1,5-a)-pyrimidine 7-(DIETHYLAMINO)-5-METHYL-S-TRIAZOLO[1,5-A]PYRIMIDINE 5-a)pyrimidin-7-amine,n,n-diethyl-5-methyl-s-triazolo( 7-Diethylamino-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine 7-(Diethylamino)-5-methyl-S-triazolo[1,5-a]pyrimidine ,98% N,N-Diethyl-5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine N,N-Diethyl-5-methyl-[1,2,4]triazolo[5,1-b]pyrimidin-7-amine [1,2,4]Triazolo[1,5-a]pyrimidin-7-amine,N,N-diethyl-5-methyl- n,n-diethyl-5-methyl-(1,2,4)triazolo(1,5-a)pyrimidine-7-amine 7-(DIETHYLAMINO)-5-METHYL-S-TRIAZOLO[1,5-A]PYRIMIDINE USP/EP/BP N,N-Diethyl-4-methyl-1,5,7,9-Tetrazabicyclo[4.3.0]Nona-2,4,6,8-Tetraen-2-Amine | [EINECS(EC#)]
239-434-2 | [Molecular Formula]
C10H15N5 | [MDL Number]
MFCD00193104 | [MOL File]
15421-84-8.mol | [Molecular Weight]
205.26 |
Chemical Properties | Back Directory | [Appearance]
White or almost white, crystalline powder | [Melting point ]
98-99.4° (Pfeifer); 102-104° from heptane (Tenor) | [density ]
1.20±0.1 g/cm3(Predicted) | [storage temp. ]
room temp | [solubility ]
H2O: ≥15mg/mL | [form ]
powder | [pka]
pKs = 2.79(at 25℃) | [color ]
white to tan | [CAS DataBase Reference]
15421-84-8 |
Hazard Information | Back Directory | [Chemical Properties]
White or almost white, crystalline powder | [Uses]
Vasodilator;PDGF antagonist | [Originator]
Rocornal,Mochida,Japan,1978 | [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. Trapidilwith 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 activationtrapidil inhibits RhoA/ROCK activation. | [storage]
Store at -20°C, protect from light |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26 | [WGK Germany ]
3 | [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. | [Toxicity]
LD50 in mice, rats (mg/kg): 115, 76 i.v.; 380, 235 orally; 155, 100 i.p.; 132, 100 s.c. (Fuller) |
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