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Anagrelide hydrochloride

Anagrelide hydrochloride Structure
Anagrelide hydrochloride
  • CAS No.58579-51-4
  • Chemical Name:Anagrelide hydrochloride
  • CBNumber:CB8722913
  • Molecular Formula:C10H8Cl3N3O
  • Formula Weight:292.55
  • MOL File:58579-51-4.mol
Anagrelide hydrochloride Property
  • Melting point >280°C
  • storage temp. 2-8°C
  • solubility DMSO: soluble1mg/mL, clear (warmed)
  • form powder
  • color white to beige
  • Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
  • CAS DataBase Reference 58579-51-4(CAS DataBase Reference)
  • FDA UNII VNS4435G39
  • NCI Drug Dictionary Agrylin
  • UNSPSC Code 41106305
  • NACRES NA.77
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H351-H361d-H413
  • Precautionary statements P202-P273-P280-P308+P313-P405-P501
Anagrelide hydrochloride Price More Price(2)
  • Brand: Sigma-Aldrich(India)
  • Product number: SML0846
  • Product name : Anagrelide hydrochloride
  • Purity: ≥98% (HPLC)
  • Packaging: 10MG
  • Price: ₹11677.2
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: SML0846
  • Product name : Anagrelide hydrochloride
  • Purity: ≥98% (HPLC)
  • Packaging: 50MG
  • Price: ₹47552.4
  • Updated: 2022/06/14
  • Buy: Buy

Anagrelide hydrochloride Chemical Properties,Usage,Production

  • Description Anagrelide hydrochloride was launched in the US for thrombocytosis (essential or associated with chronic myelogenous leukemia). The imidazoquinazoline derivative can be prepared from 2,5,6-trichloro-3,4-dihydropyrimidine via alkylation with ethyl bromoacetate followed by heating with ethanolic ammonia or treatment of N-(a-amino- 5,6-dichlorobenzyl)glycine ethyl ester with cyanogen bromide. As a result of its anti-cAMP phosphodiesterase (PDE Ⅲ) activity, Anagrelide hydrochloride was initially tested as a platelet aggregation inhibitor. However it was found that at much lower concentrations it became thrombocytopenic. While the mechanism is not fully understood, it did not shorten platelet survival nor inhibit the formation of colony-forming unitsmegakaryocytes (CFU-M) but primarily interfered with the maturation of megakaryocytes (reduction in size with altered ploidy). It did decrease peripheral vascular resistance and had a positive inotropic effect.
  • Chemical Properties Off-White Powder
  • Originator Roberts (US)
  • Uses Anagrelide Hydrochloride is a phosphodiesterase inhibitor with antiplatelet activity. Used as an antithrombocythemic. Potent PDE3 inhibitor.
  • Uses Signal Transduction Agents, Potent PDE3 inhibitor
  • Definition ChEBI: The hydrochloride salt of anagrelide.
  • 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
  • General Description Anagrelide belongs to the imidazo[2,1-b]quinazolin-2-one series of compounds.
  • Biological Activity Potent type III phosphodiesterase (PDE3) inhibitor (IC 50 = 36 nM). Inhibits platelet aggregation and produces potent thrombocytopenic effects via inhibition of megakaryocyte maturation.
  • Biochem/physiol Actions Anagrelide is a phosphodiesterase inhibitor with antiplatelet activity (IC50 = 36 nM for inhibition of phosphodiesterase-III). Anagrelide inhibits the maturation of megakaryocytes into platelets, reducing both megakaryocyte hyperproliferation and differentiation. As a drug, anagrelide is antithrombocythemic used for the treatment of overproduction of blood platelets.
  • References 1) Gilespie?et al.?(1988),?Anagrelide: a potent and selective inhibitor of platelet cyclic AMP phosphodiesterase enzyme activity; Biochem. Pharmacol.?37?2866 2) Mazur?et al.?(1992),?Analysis of the mechanism of anagrelide-induced thrombocytopenia in humans; Blood,?79?1931 3) Wang?et al.?(2005),?Comparison of the biological activities of anagrelide and its major metabolites in haematopoietic cell cultures; Br. J. Pharmacol.,?146?324 4) Barbui?et al.?(2012),?Front-line therapy in polycythemia vera and essential thrombocythemia; Blood Rev.,?26?205 5) Chen?et al.?(2012),?Platelet-lowering therapy with anagrelide as an adjuvant therapy for treatment of primary pulmonary neoplasm-associated extreme thrombocytosis; Jpn. J. Clin. Oncol.,?42?761
Anagrelide hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
Anagrelide hydrochloride Suppliers
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Anagrelide hydrochloride Spectrum
58579-51-4, Anagrelide hydrochloride Related Search:
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  • C10H7Cl2N3OHCl
  • C10H8Cl3N3O
  • C10H7Cl2N3OClHH2O
  • C10H7Cl2N3OClH
  • 5879-51-4
  • 盐酸阿那格雷,10 MM DMSO 溶液
  • 盐酸阿那格雷/盐酸阿拉格雷
  • 6,7-二氯-5,10-二氢咪唑并[2,1-B]喹唑啉-2(3H)-酮盐酸盐
  • 盐酸阿那格雷
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  • 58579-51-4
  • Anagrelide HCl - Bio-X ?
  • Anagrelide hydrochloride, 10 mM in DMSO
  • Agrelin
  • ANAGRELIDE HCL
  • AGRYLIN
  • Anagrelide HydrochlorideQ: What is Anagrelide Hydrochloride Q: What is the CAS Number of Anagrelide Hydrochloride Q: What is the storage condition of Anagrelide Hydrochloride Q: What are the applications of Anagrelide Hydrochloride
  • Anagrelide hydrochloride USP/EP/BP
  • Xagrid hydrochloride
  • AGRYLIN HYDROCHLORIDE;XAGRID HYDROCHLORIDE;BL4162A
  • Agrylin hydrochloride
  • Anagrelide hydrochloride, >=99%
  • 6,7-dichloroimidazo[2,1-b]quinazolin-2(1H,3H,5H)-one hydrochloride
  • 6,7-Dichloro-5,10-dihydroiMidazo[2,1-b]quinazolin-2(3H)-one hydrochloride
  • Anagrelide hydrochloride(BL 4162A)
  • Xagrid
  • TroMboreductin
  • RL 603
  • 6,7-Dichloro-1,5-dihydroimidazo[2,1-b]quinazolin-2(3H)-onehydrochloride
  • BL-4162A, BMY-26538-01, Agrylin,
  • Agryline,HCl
  • AnagrelideHclC10H7C12N30.HC1
  • BMY-26538-01
  • BL-4162A
  • ANAGRELIDE HYDROCHLORIDE
  • 6,7-DICHLORO-1,5-DIHYDROIMIDAZO[2,1-B]QUINAZOLIN-2(3H)-ONE MONOHYDROCHLORIDE
  • 1-b)quinazolin-2(3h)-one,6,7-dichloro-1,5-dihydro-imidazo(monohydrochlorid

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