Anagrelide

ChemicalBook > CAS DataBase List > Anagrelide

Product Name: Anagrelide
CAS No.: 68475-42-3
Chemical Name: Anagrelide
Synonyms: Anagrelida;ANAGRELIDE;Anagrelidum;Anagrelidebase;Anagrelide Monomer;Anagrelide USP/EP/BP;Anagrelide Impurity 25;Anagrelide, 10 mM in DMSO;Anagrelida|||Xagrid|||Anagrelidum;6,7-dichloro-1,5-dihydroiMidazo 2,1-b quinaz...
CBNumber: CB8246866
Molecular Formula: C10H7Cl2N3O
Formula Weight: 256.09
MOL File: 68475-42-3.mol

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Anagrelide Property

Melting point:: 280 °C
Density: 1.77±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
pka: pKa 2.87 (H2O t=25 I=0.025) (Uncertain);10(H2O t=25 I=0.025) (Uncertain)
Water Solubility: slightly soluble
CAS DataBase Reference: 68475-42-3(CAS DataBase Reference)

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Safety

Hazardous Substances Data: 68475-42-3(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: A637303
Product name: Anagrelide
Packaging: 100mg
Price: $500
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA168205
Product name: Anagrelide
Packaging: 50mg
Price: $500
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0001487
Product name: ANAGRELIDE
Purity: 95.00%
Packaging: 1G
Price: $811.65
Updated: 2021/12/16

AK Scientific

Product number: K139
Product name: Anagrelide
Packaging: 5mg
Price: $49
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA168205
Product name: Anagrelide
Packaging: 2mg
Price: $60
Updated: 2021/12/16

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Anagrelide Chemical Properties,Usage,Production

Originator

Agrylin,Shire Pharmaceuticals

Uses

the treatment of primary thrombocytosis

Uses

Anagrelide; Potent PDE 3 inhibitorIt can be used to inhibit cancer cell invasion.

Definition

ChEBI: A 1,5-dihydroimidazo[2,1-]quinazoline having an oxo substituent at the 2-position and chloro substituents at the 6- and 7-positions.

Manufacturing Process

6,7-Dicloro-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-2-one was produced from 6-chloro-7-bromo-1,2,3,5-tetrahydroimidazo[2,1-b]quinozolin-2-one by substitution the bromine an equimolar quantity chlorine.
6-Chloro-7-bromo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-2-one was produced next way: to a solution of 1.30 g (8 mmole) of anhydrous ferric chloride in 30 ml of nitromethane was added 1.30 g (5 mmole) of solid 6- chloro-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-2-one and 0.80 g (5 mmole) of bromine. The system was stoppered, warmed to 50°C in an oil bath overnight, cooled to room temperature and the solvent removed in vacuo. The resulting solid was suspended in water (50 ml), the mixture was made basic (pH=10) with sodium bicarbonate and stirred at home temperature for 20 min. The solid was filtered under suction, washed with water, then isopropyl alcohol and dried yielding 1.19 g of 6-chloro-7-bromo- 1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-2-one (78% yield). Purification was effected by formation of the hydrochloride salt (mp 275°C) from acetonitrile.
6-Chloro-1,2,3,5,-tetrahydroimidazo[2,1-b]quinazolin-2-one was produced from 6-chloro-2-nitrobenzylchloride, ethylglycine hydrochloride and cyanogen bromide in 3 steps.

brand name

Agrylin (Shire).

Therapeutic Function

Platelet aggregation inhibitor

Clinical Use

Platelet-reducing agent

Enzyme inhibitor

This potent platelet aggregation inhibitor (FW = 256.09 g/mol; CAS 68475-42-3), also known as 6,7-dichloro-1,5-dihydroimidazo[2,1- b]quinazolin-2(3H)-one, BL-4162A, and Agrylin?, blocks the action of a variety of aggregating agents added platelet rich plasma, EC50 < 1 μg/mL, or 4 nM. Primary Mode of Action: Although the exact mechanism of its selective inhibition of megakaryocyte (MK) production of platelets remains uncertain, anagrelide is known to be a potent inhibitor of phosphodiesterase-II (IC50 = 36 nM) and lipoprotein-associated phospholipase A2 (or Lp-PLA2), the latter also known as platelet-activating factor acetylhydrolase (or PAF-AH). PDE-II hydrolyzes both cGMP and cAMP. Binding of cGMP to its regulatory GAF-B domain favors cAMP hydrolysis to 5’-AMP, thereby reducing cGMP hydrolysis to 5’-GMP. This property, which facilitates cross-regulation of the cAMP and cGMP pathways, suggests that a potent PDE-II inhibitor should potentiate the effects of cAMP and/or cGMP, the concentrations of which should increase in anagrelide-sensitive cells. Lp-PLA2 plays pivotal role in platelet maturation by specifically hydrolyzing Platelet-Activating Factor (PAF = acetyl-glyceryl-ether-phosphorylcholine) as well as other glycerophos-pholipids containing short, truncated, and/or oxidized fatty acyl groups at the sn-2 position of the glycerol backbone. At a final concentration of 100 ng/mL, anagrelide selectively blocks in vitro MK maturation, resulting in a 50% decrease in the total number of CD41a+ MKs. In humans, anagreline has the intriguing ability to promote as a species-specific platelet-lowering activity at dose levels lower than those required to inhibit platelet aggregation. Target(s): collagen- and immune complexinduced platelet aggregation and release; suppresses megakaryocytopoiesis by reducing the expression levels of the transcription GATA-1 and FOG-1 via a PDEIII-independent mechanism that is differentiation context-specific but does not involve inhibition of MPL-mediated early signal transduction events.

Drug interactions

Potentially hazardous interactions with other drugs
Aspirin: potential risks and benefits must first be assessed, additive antiplatelet effect.
Cilostazol: avoid concomitant use.
Grapefruit juice: may reduce clearance of anagrelide.
Phosphodiesterase inhibitors: avoid with milrinone and enoximone.

Metabolism

Anagrelide is primarily metabolised by CYP1A2; less than 1% is recovered in the urine as anagrelide. Two major urinary metabolites, 2-amino-5, 6-dichloro-3, 4-dihydroquinazoline and 3-hydroxy anagrelide (pharmacologically active) have been identified. The mean recovery of 2-amino-5, 6-dichloro-3, 4-dihydroquinazoline in urine is approximately 18-35% of the administered dose.

Anagrelide Preparation Products And Raw materials

Raw materials

Benzoyl peroxide Benzylglycine ethyl ester hydrochloride 2,3-Dichlorotoluene Glycine ethyl ester hydrochloride Benzyl bromide Nitrotoluol Nitric acid L-Glysine

Preparation Products

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View Lastest Price from Anagrelide manufacturers

Dideu Industries Group Limited

Product: Anagrelide 68475-42-3
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons min
Release date: 2021-08-04

Career Henan Chemical Co

Product: Anagrelide 68475-42-3
Price: US $7.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2019-12-30

68475-42-3, AnagrelideRelated Search:

Anagrelide Impurity 4 6,7-dichloro-3-hydroxy-5,10-dihydro-3H-imidazo[2,1-b]quinazolin-2-one Ethyl-2-(6-aMino-2,3-dichlorobenzylaMino)acetate Hydrochloride Dihydromyrcenol Sulfaquinoxaline Imidazolidine ANAGRELIDE HCL,ANAGRELIDE HYDROCHLORIDE Quinazoline ANAGRELIDE HCL MONOHYDRATE ANAGRELIDE IMPURITY 1 ANAGRELIDE IMPURITY 2 5-ACETOXY ANAGRELIDE ANAGRELIDE IMPURITY 5 Anagrelide Imidazoline inhibitor ANAGRELIDE-13C2,15N1

ANAGRELIDE

6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazolin-2(3H)one

6,7-Dichloro-5,10-dihydro-3H-imidazo[2,1-b]quinazolin-2-one

Anagrelidebase

6,7-dichloro-1,5-dihydroiMidazo 2,1-b quinaz...

IMidazo[2,1-β]quinazolin-2(3H)-one,6,7-dichloro-1,5-dihydro-

6,7-Dichloro-5,10-dihydroimidazo[2,1-b]quinazolin-2(3H)-one

Anagrelide analogue: 6-chloro-1,2,3,5-tetrahydro iMidazo [2,1-b]quinazolin-2-one

6,7-dichloro-3,5-dihydroimidazo[2,1-b]quinazolin-2(1H)-one

Anagrelide Impurity 25

Anagrelida

Anagrelidum

Imidazo[2,1-b]quinazolin-2(3H)-one, 6,7-dichloro-1,5-dihydro-

Anagrelide USP/EP/BP

Anagrelide 13C2-15N-D2Q: What is Anagrelide 13C2-15N-D2 Q: What is the CAS Number of Anagrelide 13C2-15N-D2

AnagrelideQ: What is Anagrelide Q: What is the CAS Number of Anagrelide Q: What is the storage condition of Anagrelide Q: What are the applications of Anagrelide

Anagrelide Monomer

Anagrelida|||Xagrid|||Anagrelidum

Anagrelide, 10 mM in DMSO

68475-42-3

Pharmaceutical intermediate