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Anagrelide hydrochloride
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Name

Anagrelide hydrochloride

 EINECS 680-360-9
CAS No. 58579-51-4 Density 1.77g/cm3
PSA 44.70000 LogP 2.43060
Solubility N/A Melting Point >280 °C
Formula C10H8Cl3N3O Boiling Point 376.5 °C at 760 mmHg
Molecular Weight 292.552 Flash Point 181.5 °C
Transport Information N/A Appearance Off-white powder
Safety 26 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 58579-51-4 (Anagrelide hydrochloride) Hazard Symbols Xn
Synonyms

Imidazo[2,1-b]quinazolin-2(3H)-one,6,7-dichloro-1,5-dihydro-, monohydrochloride (9CI);6,7-Dichloro-1,5-dihydroimidazo[2,1-b]quinazolin-2(3H)-one Hydrochloride;Agrelin;Agrylin;BL 4162A;BMY 26538-01;

Article Data 7

Anagrelide hydrochloride Synthetic route

anagrelide hemiformate

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water; toluene at 24 - 38℃; for 1.35h; Concentration; Temperature; Time;97%
78052-19-4

ethyl 2,5,6-trichloro-3,4-dihydroquinazoline-3-acetate

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
With ammonium hydroxide In ethanol at 120℃; for 16h; sealed tube;78%
68475-42-3

anagrelide

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol for 0.166667h; Heating / reflux;70%
With hydrogenchloride In dimethyl sulfoxide at 50℃;44.2%
With hydrogenchloride In ethanol; water at 78 - 80℃; for 0.133333h;
78052-12-7

2,5,6-Trichloro-3,4-dihydro-quinazoline

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76 percent / K2CO3 / butan-2-one / Heating
2: 78 percent / 10percent ammonia / ethanol / 16 h / 120 °C / sealed tube
View Scheme
78052-21-8

2,4,5,6-tetrachloroquinazoline

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / NaBH4 / CHCl3; ethanol / 2 h / 25 °C
2: 76 percent / K2CO3 / butan-2-one / Heating
3: 78 percent / 10percent ammonia / ethanol / 16 h / 120 °C / sealed tube
View Scheme

(2-amino-5,6-dichloroquinazolin-3(4H)-yl)acetic acid methyl ester hydrochloride

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water at 37℃; for 1h;
506-68-3

bromocyane

70406-92-7

N-(6-amino-2,3-dichlorobenzyl)glycine ethyl ester

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
In 2-methoxy-ethanol
1677-47-0

4,5-Dichloro-1H-indole-2,3-dione

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
2: hydrogenchloride; borane / tetrahydrofuran
3: hydrogenchloride; thionyl chloride; triethylamine / benzene
4: 2-methoxy-ethanol
View Scheme
20776-60-7

6-amino-2,3-dichlorobenzoic acid

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride; borane / tetrahydrofuran
2: hydrogenchloride; thionyl chloride; triethylamine / benzene
3: 2-methoxy-ethanol
View Scheme
70380-51-7

3,4-dichloro-2-hydroxymethylaniline

58579-51-4

anagrelide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; thionyl chloride; triethylamine / benzene
2: 2-methoxy-ethanol
View Scheme

Anagrelide hydrochloride Chemical Properties

Molecular Structure of Imidazo[2,1-b]quinazolin-2(3H)-one,6,7-dichloro-1,5-dihydro-, hydrochloride (1:1) (CAS NO.58579-51-4):

IUPAC Name: 6,7-Dichloro-5,10-dihydro-3H-imidazo[2,1-b]quinazolin-2-one hydrochloride
Canonical SMILES: C1C2=C(C=CC(=C2Cl)Cl)NC3=NC(=O)CN31.Cl
InChI: InChI=1S/C10H7Cl2N3O.ClH/c11-6-1-2-7-5(9(6)12)3-15-4-8(16)14-10(15)13-7; /h1-2H,3-4H2,(H,13,14,16); 1H
InChIKey: TVWRQCIPWUCNMI-UHFFFAOYSA-N
Molecular Weight: 292.54902 [g/mol]
Molecular Formula: C10H8Cl3N3O
H-Bond Donor: 2
H-Bond Acceptor: 3 
Density: 1.77g/cm3
Flash Point: 181.5 °C
Enthalpy of Vaporization: 62.42 kJ/mol
Boiling Point: 376.5 °C at 760 mmHg
Vapour Pressure: 7.21E-06 mmHg at 25 °C
Appearance: Off-White Powder
Melting Point: >280 °C
Solubility: Soluble to 10 mM in DMSO,soluble in water
Classification Code:  Antithrombotic; Drug / Therapeutic Agent; Fibrinolytic Agents; Platelet Aggregation Inhibitors 
Product Categories: Intermediates & Fine Chemicals; Pharmaceuticals

Anagrelide hydrochloride Uses

 Imidazo[2,1-b]quinazolin-2(3H)-one,6,7-dichloro-1,5-dihydro-, hydrochloride (1:1) (CAS NO.58579-51-4) is used as an antithrombocythemic.

Anagrelide hydrochloride Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
monkey LD50 oral > 200mg/kg (200mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 1, Pg. 277, 1983.
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 1, Pg. 277, 1983.
mouse LD50 oral > 2500mg/kg (2500mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 1, Pg. 277, 1983.
rat LD50 oral > 1500mg/kg (1500mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 1, Pg. 277, 1983.

Anagrelide hydrochloride Specification

 Imidazo[2,1-b]quinazolin-2(3H)-one,6,7-dichloro-1,5-dihydro-, hydrochloride (1:1) (CAS NO.58579-51-4), its Synonyms are 6,7-Dichloro-1,5-dihydroimidazo(2,1-b)-quinazolin-2(3H)-one monohydrochloride ; Agrelin ; Agrylin ; Anagrelid hydrochlorid ; Anagrelide HCl ; Anagrelide hydrochloride ; Imidazo(2,1-b)quinazolin-2(3H)-one, 6,7-dichloro-1,5-dihydro-, monohydrochloride .

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