Dypyridamole supplier | CasNO.58-32-2

Name
Dipyridamole
EINECS 200-374-7
CAS No. 58-32-2
Article Data17
CAS DataBase
Density 1.352 g/cm³
Solubility soluble in DMSO
Melting Point 165-166 °C(lit.)
Formula C₂₄H₄₀N₈O₄
Boiling Point 806.5 °C at 760 mmHg
Molecular Weight 504.633
Flash Point 441.5 °C
Transport Information
Appearance Yellow Powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Ethanol,2,2',2'',2'''-[(4,8-dipiperidinopyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetra-(6CI,8CI);2,2',2'',2'''-[[4,8-Dipiperidinopyrimido(5,4-d)pyrimidine-2,6-diyl]dinitrilo]tetraethanol;2,6-Bis(diethanolamino)-4,8-dipiperidinopyrimido[5,4-d]pyrimidine;Anginal;Apricor;Cardioflux;Cardoxil;Cardoxin;Cleridium;Coronarine;Corosan;Coroxin;Curantyl;Gulliostin;Kurantil;Peridamol;Persantin;Persantine;Piroan;Prandiol;
PSA 145.44000
LogP 0.11240

Synthetic route

: 7139-02-8
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine

: 111-42-2
2,2'-iminobis[ethanol]

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
Stage #1: 2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine; 2,2'-iminobis[ethanol] In toluene at 0 - 155℃; for 9.5h; Stage #2: With benzenesulfonic acid In water; toluene at 0 - 95℃; for 2h; Stage #3: With ammonia; pyrographite In ethanol for 0.333333h; pH=8; Temperature;	95%
With 001x7 strong acid cation exchange resin In 1,3-dioxane at 78℃; for 4.5h; Temperature;	75%
Stage #1: 2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine; 2,2'-iminobis[ethanol] at 180℃; for 3h; Stage #2: With sodium hydroxide In water; acetone at 25℃; for 4h;	70%

: C16H24N6O2

: 111-42-2
2,2'-iminobis[ethanol]

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
With hydrogen at 240℃; under 11251.1 Torr; for 3h;	50.31%

: 110-89-4
piperidine

2-<2,6-dihydroxy-3,5-dimethyl-phenoxy>-3,5-dinitro-benzophenone: 2-<2,6-dihydroxy-3,5-dimethyl-phenoxy>-3,5-dinitro-benzophenone

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
1: Substitution / 2: Substitution;

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
1: Substitution / 2: Substitution;
Multi-step reaction with 2 steps 1: acetone; tetrachloromethane / 1 h / 30 °C 2: 0.25 h / 200 °C View Scheme

: 54093-92-4
2,2'-(6-chloro-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidin-2-ylazanediyl)-bis-ethanol

: 111-42-2
2,2'-iminobis[ethanol]

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
at 25 - 115℃;

: 6713-54-8
2,4,6,8-tetrahydroxypyrimidine-[5,4-d]pyrimidine

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / 1,4-dioxane / 1 h 1.2: 1.5 h / Darkness 2.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere 3.1: 3 h / 180 °C 3.2: 4 h / 25 °C View Scheme
Multi-step reaction with 3 steps 1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 2: acetone; tetrachloromethane / 1 h / 30 °C 3: 0.25 h / 200 °C View Scheme

: 626-48-2
6-Methyluracil

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: 2,2'-azobis(isobutyronitrile); cobalt(II) acetate; acetic acid; oxygen / 15 h / 80 °C 2.1: sodium hydroxide / water / 3 h 2.2: 25 - 45 °C / Inert atmosphere 3.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere 4.1: sodium hydroxide / water / 4 h / 100 °C 5.1: thionyl chloride / 1,4-dioxane / 1 h 5.2: 1.5 h / Darkness 6.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere 7.1: 3 h / 180 °C 7.2: 4 h / 25 °C View Scheme
Multi-step reaction with 7 steps 1.1: sodium hydroxide; water; oxygen / 95 °C 2.1: nitric acid; sulfuric acid / 1 h / 10 - 30 °C 3.1: sodium dithionite / water / 0.5 h / 35 °C 4.1: 0.33 h / 100 °C 4.2: 1 h / 90 - 100 °C 4.3: 0.5 h / 60 °C / pH 4 5.1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 6.1: acetone; tetrachloromethane / 1 h / 30 °C 7.1: 0.25 h / 200 °C View Scheme

Yield

Multi-step reaction with 7 steps
1.1: 2,2'-azobis(isobutyronitrile); cobalt(II) acetate; acetic acid; oxygen / 15 h / 80 °C
2.1: sodium hydroxide / water / 3 h
2.2: 25 - 45 °C / Inert atmosphere
3.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere
4.1: sodium hydroxide / water / 4 h / 100 °C
5.1: thionyl chloride / 1,4-dioxane / 1 h
5.2: 1.5 h / Darkness
6.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere
7.1: 3 h / 180 °C
7.2: 4 h / 25 °C
View Scheme

Multi-step reaction with 7 steps
1.1: sodium hydroxide; water; oxygen / 95 °C
2.1: nitric acid; sulfuric acid / 1 h / 10 - 30 °C
3.1: sodium dithionite / water / 0.5 h / 35 °C
4.1: 0.33 h / 100 °C
4.2: 1 h / 90 - 100 °C
4.3: 0.5 h / 60 °C / pH 4
5.1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C
6.1: acetone; tetrachloromethane / 1 h / 30 °C
7.1: 0.25 h / 200 °C
View Scheme

: 65-86-1
orotic acid

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: sodium hydroxide / water / 3 h 1.2: 25 - 45 °C / Inert atmosphere 2.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere 3.1: sodium hydroxide / water / 4 h / 100 °C 4.1: thionyl chloride / 1,4-dioxane / 1 h 4.2: 1.5 h / Darkness 5.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere 6.1: 3 h / 180 °C 6.2: 4 h / 25 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: sodium hydroxide / water / 3 h
1.2: 25 - 45 °C / Inert atmosphere
2.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere
3.1: sodium hydroxide / water / 4 h / 100 °C
4.1: thionyl chloride / 1,4-dioxane / 1 h
4.2: 1.5 h / Darkness
5.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere
6.1: 3 h / 180 °C
6.2: 4 h / 25 °C
View Scheme

: 17687-24-0
5-nitroorotic acid

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere 2.1: sodium hydroxide / water / 4 h / 100 °C 3.1: thionyl chloride / 1,4-dioxane / 1 h 3.2: 1.5 h / Darkness 4.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere 5.1: 3 h / 180 °C 5.2: 4 h / 25 °C View Scheme
Multi-step reaction with 5 steps 1.1: sodium dithionite / water / 0.5 h / 35 °C 2.1: 0.33 h / 100 °C 2.2: 1 h / 90 - 100 °C 2.3: 0.5 h / 60 °C / pH 4 3.1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 4.1: acetone; tetrachloromethane / 1 h / 30 °C 5.1: 0.25 h / 200 °C View Scheme

: 7164-43-4
5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium hydroxide / water / 4 h / 100 °C 2.1: thionyl chloride / 1,4-dioxane / 1 h 2.2: 1.5 h / Darkness 3.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere 4.1: 3 h / 180 °C 4.2: 4 h / 25 °C View Scheme
Multi-step reaction with 4 steps 1.1: 0.33 h / 100 °C 1.2: 1 h / 90 - 100 °C 1.3: 0.5 h / 60 °C / pH 4 2.1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 3.1: acetone; tetrachloromethane / 1 h / 30 °C 4.1: 0.25 h / 200 °C View Scheme

: 154-85-8
orotic acid sodium salt

: 58-32-2
dipyridamole

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: nitric acid; sulfuric acid / 1 h / 10 - 30 °C 2.1: sodium dithionite / water / 0.5 h / 35 °C 3.1: 0.33 h / 100 °C 3.2: 1 h / 90 - 100 °C 3.3: 0.5 h / 60 °C / pH 4 4.1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 5.1: acetone; tetrachloromethane / 1 h / 30 °C 6.1: 0.25 h / 200 °C View Scheme

: 75-36-5
acetyl chloride

: 58-32-2
dipyridamole

: 63023-20-1
2,2',2'',2'''-tetrakis-acetoxy-1,1',1'',1'''-(4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidin-2,6-diylbisazanediyl)-tetrakis-ethane

Conditions

Conditions	Yield
dmap In tetrahydrofuran at 0 - 5℃; for 3h;	95%

: 104-15-4
toluene-4-sulfonic acid

: 58-32-2
dipyridamole

: dipyridamole di-p-toluenesulfonate

Conditions

Conditions	Yield
In tetrahydrofuran	93.7%

: 64-18-6
formic acid

: 58-32-2
dipyridamole

: 107628-98-8
2,2',2'',2'''-tetrakis-formyloxy-1,1',1'',1'''-(4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidine-2,6-diylbisazanediyl)-tetrakis-ethane

Conditions

Conditions	Yield
for 6h; Heating;	92%

: 110-16-7
maleic acid

: 58-32-2
dipyridamole

: C24H40N8O4*C4H4O4

Conditions

Conditions	Yield
In isopropyl alcohol	91.3%

: 106-94-5
propyl bromide

: 58-32-2
dipyridamole

: C36H64N8O4

Conditions

Conditions	Yield
Stage #1: dipyridamole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: propyl bromide In N,N-dimethyl-formamide Further stages.;	85%

: 58-32-2
dipyridamole

: 74-88-4
methyl iodide

: N2,N2,N6,N6-tetrakis(2-methoxyethyl)-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine-2,6-diamine

Conditions

Conditions	Yield
Stage #1: dipyridamole With sodium hydride In N,N-dimethyl-formamide for 1h; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;	84%
Stage #1: dipyridamole With sodium hydride In N,N-dimethyl-formamide at 25℃; for 1h; Stage #2: methyl iodide In N,N-dimethyl-formamide at 25℃; for 4h;	69%
Stage #1: dipyridamole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: methyl iodide In N,N-dimethyl-formamide Further stages.;	64%

: 74-96-4
ethyl bromide

: 58-32-2
dipyridamole

: C32H56N8O4

Conditions

Conditions	Yield
Stage #1: dipyridamole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: ethyl bromide In N,N-dimethyl-formamide Further stages.;	84%

: 58-32-2
dipyridamole

: 59681-39-9
2-[{6-[Bis-(2-hydroxy-ethyl)-amino]-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidin-2-yl}-(2-hydroxy-ethyl)-amino]-ethanol; hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In isopropyl alcohol	62.7%

: 58-32-2
dipyridamole

: C24H40N8O4*2H2O4S

Conditions

Conditions	Yield
With sulfuric acid In isopropyl alcohol	58.6%

: 58-32-2
dipyridamole

: 75-26-3
isopropyl bromide

: C30H52N8O4

Conditions

Conditions	Yield
Stage #1: dipyridamole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: isopropyl bromide In N,N-dimethyl-formamide Further stages.;	55%

: 58-32-2
dipyridamole

: 98-11-3
benzenesulfonic acid

: C24H40N8O4*2C6H6O3S

Conditions

Conditions	Yield
In isopropyl alcohol	48.6%

: 58-32-2
dipyridamole

: C24H40N8O4*2H3O4P

Conditions

Conditions	Yield
With phosphoric acid In isopropyl alcohol	47%

: 58-32-2
dipyridamole

: 194596-99-1
3-Methyl-3-[(2,4,6-trimethoxyphenyl)methylthio]butanoic acid

: 2,6-bis(diethyl-3-methyl-3(2,4,6-trimethoxyphenylmethylthio)butyric acid ester amino)-4,8-dipiperidinopyrimido-[5,4-d]-pyrimidine

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 50℃; for 44h;	23%

: 108-24-7
acetic anhydride

: 58-32-2
dipyridamole

: 63023-20-1
2,2',2'',2'''-tetrakis-acetoxy-1,1',1'',1'''-(4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidin-2,6-diylbisazanediyl)-tetrakis-ethane

Conditions

Conditions	Yield
With pyridine Ambient temperature;	0.067 g

: 58-32-2
dipyridamole

: 1-{2,6-bis-[bis-(2-hydroxy-ethyl)-amino]-8-piperidin-1-yl-pyrimido[5,4-d]pyrimidin-4-yl}-piperidin-2-one

Conditions

Conditions	Yield
With dihydrogen peroxide; 5-amino-2,3-dihydrophthalazine-1,4-dione; sodium chloride In phosphate buffer at 37℃; pH=7.4; Product distribution; Kinetics; Further Variations:; Reagents;

: 87-69-4
tartaric acid

: 58-32-2
dipyridamole

A: dipyridamole tartaric acid monoester

B: C32H48N8O14

Conditions

Conditions	Yield
With water In neat (no solvent, solid phase) at 40℃; for 240h;

...Expand

Dypyridamole Chemical Properties

Molecular Structure of Dypyridamole (CAS NO.58-32-2):

IUPAC Name: 2-[[2-[bis(2-hydroxyethyl)amino]-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidin-6-yl]-(2-hydroxyethyl)amino]ethanol
Molecular Formula: C₂₄H₄₀N₈O₄
Molecular Weight: 504.63
EINECS: 200-374-7
H bond acceptors: 12
H bond donors: 4
Freely Rotating Bonds: 16
Polar Surface Area: 101.44Å²
Index of Refraction: 1.67
Molar Refractivity: 139.39 cm³
Molar Volume: 373 cm³
Surface Tension: 81.5 dyne/cm
Density: 1.352 g/cm³
Flash Point: 441.5 °C
Enthalpy of Vaporization: 122.94 kJ/mol
Boiling Point: 806.5 °C at 760 mmHg
Vapour Pressure: 1.82E-27 mmHg at 25°C
Melting point: 165-166 °C(lit.)
Storage temp: -20°C
Solubility: DMSO: soluble
Merck: 3346
InChI
InChI=1/C24H40N8O4/c33-15-11-31(12-16-34)23-26-20-19(21(27-23)29-7-3-1-4-8-29)25-24(32(13-17-35)14-18-36)28-22(20)30-9-5-2-6-10-30/h33-36H,1-18H2
Smiles
c12c(c(N3CCCCC3)nc(n2)N(CCO)CCO)nc(N(CCO)CCO)nc1N1CCCCC1
Product Categories: Organics; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals; Phosphodiesterase Inhibitors; Cyclic Nucleotide Metabolism; G Proteins and Cyclic Nucleotides; Cyclic Nucleotide related

Dypyridamole Toxicity Data With Reference

1.	dni-rat:lvr 200 nmol/L	CNREA8 Cancer Research. 43 (1983),1616.
2.	oms-rat:lvr 300 nmol/L	CNREA8 Cancer Research. 43 (1983),1616.
3.	oms-mus:ast 60 µmol/L	BCPCA6 Biochemical Pharmacology. 22 (1973),2511.
4.	orl-man LDLo:1429 µg/kg:CVS	JAMAAP JAMA, Journal of the American Medical Association. 257 (1987),1515.
5.	orl-man TDLo:1071 µg/kg:CVS	JAMAAP JAMA, Journal of the American Medical Association. 257 (1987),1515.
6.	orl-rat LD₅₀:8400 mg/kg	MEIEDD Merck Index. 10 (1983),489.
7.	scu-rat LD₅₀:1650 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 22 (1972),892.
8.	ivn-rat LD₅₀:195 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 22 (1972),892.
9.	orl-mus LD₅₀:2150 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 11 (1961),848.
10.	ipr-mus LD₅₀:150 mg/kg	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 .

Dypyridamole Safety Profile

Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion and subcutaneous routes. Human systemic effects cardiomyopathy including infarction. Mutation data reported. Used as a coronary vasodilator. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 2

Dypyridamole Specification

Dypyridamole , with CAS number of 58-32-2, can be called Ethanol,2,2',2'',2'''-[(4,8-dipiperidinopyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetra-(6CI,8CI) ; Pyrimido[5,4-d]pyrimidine, ethanol deriv ; 2,2',2'',2'''-[[4,8-Dipiperidinopyrimido(5,4-d)pyrimidine-2,6-diyl]dinitrilo]tetraethanol ; 2,6-Bis(diethanolamino)-4,8-dipiperidinopyrimido[5,4-d]pyrimidine . It is a yellow powder. Dypyridamole (CAS NO.58-32-2) is commonly used as anti-platelet aggregation drugs,coronary expansion drug for the prevention of recurrent myocardial infarction and angina pectoris, etc.

Product Name

Dipyridamole

Synthetic route

Dypyridamole Chemical Properties

Dypyridamole Toxicity Data With Reference

Dypyridamole Safety Profile

Dypyridamole Specification

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