WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 317191
CAS#: 68475-42-3 (free base)
Description: Anagrelide (Agrylin/Xagrid, Shire and Thromboreductin, AOP Orphan Pharmaceuticals) is a drug used for the treatment of essential thrombocytosis (ET; essential thrombocythemia), or overproduction of blood platelets. It also has been used in the treatment of chronic myeloid leukemia. Anagrelide works by inhibiting the maturation of platelets from megakaryocytes. The mechanism of action of anagrelide is as a Phosphodiesterase 3 Inhibitor. The physiologic effect of anagrelide is by means of Decreased Platelet Production. Anagrelide is a synthetic quinazoline derivative, Anagrelide reduces platelet production through a decrease in megakaryocyte maturation. Anagrelide inhibits cyclic AMP phosphodiesterase, as well as ADP- and collagen-induced platelet aggregation. At therapeutic doses, it does not influence white cell counts or coagulation parameters. Anagrelide is used for treatment of essential thrombocythemia to reduce elevated platelet counts and the risk of thrombosis.
MedKoo Cat#: 317191
Name: Anagrelide
CAS#: 68475-42-3 (free base)
Chemical Formula: C10H7Cl2N3O
Exact Mass: 254.99662
Molecular Weight: 256.09
Elemental Analysis: C, 46.90; H, 2.76; Cl, 27.69; N, 16.41; O, 6.25
Related CAS #: 68475-42-3 (free base); 58579-51-4 (hydrochloride)
Synonym: Agrelin; Agrylin; Anagrelide; Anagrelide; BL 4162A; Xagrid; Shire; Thromboreductin
IUPAC/Chemical Name: 6,7-dichloro-5,10-dihydro-3H-imidazo[2,1-b]quinazolin-2-one
InChi Key: OTBXOEAOVRKTNQ-UHFFFAOYSA-N
InChi Code: InChI=1S/C10H7Cl2N3O/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)
SMILES Code: C1C2=C(C=CC(=C2Cl)Cl)NC3=NC(=O)CN31
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 256.09 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Antelo ML, de Las Heras N, Gonzalez Porras JR, Kerguelen A, Raya JM. Management of side effects of BCR/ABL-negative chronic myeloproliferative neoplasm therapies. Focus on anagrelide. Expert Rev Hematol. 2015 Dec;8(6):819-35. doi: 10.1586/17474086.2015.1088779. Epub 2015 Sep 14. PubMed PMID: 26368319.
2: Ge X, Yang L, Jin J, Qian W, Li J, Yang R, Cao X, Jiang B, Wang Z, Hou M, Zhang W, Xiao Z, Zhao Y, Gao D, Zhang X, Wang S, Sun A, Fu J, Su L, Li K. [Efficacy and safety of anagrelide in treatment of essential thrombocythemia: multicenter, randomized controlled clinical trial]. Zhonghua Xue Ye Xue Za Zhi. 2015 Jul;36(7):547-52. doi: 10.3760/cma.j.issn.0253-2727.2015.07.00. Chinese. PubMed PMID: 26304075.
3: Mela Osorio MJ, Ferrari L, Goette NP, Gutierrez MI, Glembotsky AC, Maldonado AC, Lev PR, Alvarez C, Korin L, Marta RF, Molinas FC, Heller PG. Long-term follow-up of essential thrombocythemia patients treated with anagrelide: subgroup analysis according to JAK2/CALR/MPL mutational status. Eur J Haematol. 2015 Jun 27. doi: 10.1111/ejh.12614. [Epub ahead of print] PubMed PMID: 26119186.
4: Cascavilla N, De Stefano V, Pane F, Pancrazzi A, Iurlo A, Gobbi M, Palandri F, Specchia G, Liberati AM, D'Adda M, Gaidano G, Fjerza R, Achenbach H, Smith J, Wilde P, Vannucchi AM. Impact of JAK2(V617F) mutation status on treatment response to anagrelide in essential thrombocythemia: an observational, hypothesis-generating study. Drug Des Devel Ther. 2015 May 18;9:2687-94. doi: 10.2147/DDDT.S79576. eCollection 2015. PubMed PMID: 26028965; PubMed Central PMCID: PMC4441358.
5: Samuelson B, Chai-Adisaksopha C, Garcia D. Anagrelide compared with hydroxyurea in essential thrombocythemia: a meta-analysis. J Thromb Thrombolysis. 2015 Nov;40(4):474-9. doi: 10.1007/s11239-015-1218-2. PubMed PMID: 25894476.
6: Kremyanskaya M, Mascarenhas J, Hoffman R. Anagrelide hydrochloride and ruxolitinib for treatment of polycythemia vera. Expert Opin Pharmacother. 2015 Jun;16(8):1185-94. doi: 10.1517/14656566.2015.1036029. Epub 2015 Apr 14. Review. PubMed PMID: 25873215.
7: Ahluwalia M, Butcher L, Donovan H, Killick-Cole C, Jones PM, Erusalimsky JD. The gene expression signature of anagrelide provides an insight into its mechanism of action and uncovers new regulators of megakaryopoiesis. J Thromb Haemost. 2015 Jun;13(6):1103-12. doi: 10.1111/jth.12959. Epub 2015 May 9. PubMed PMID: 25851510.
8: Tortorella G, Piccin A, Tieghi A, Marcheselli L, Steurer M, Gastl G, Codeluppi K, Fama A, Santoro U, Birtolo C, Gugliotta G, Cortelazzo S, Gugliotta L; Gimema Foundation project “Registro Italiano Trombocitemie (RIT)”. Anagrelide treatment and cardiovascular monitoring in essential thrombocythemia. A prospective observational study. Leuk Res. 2015 Jun;39(6):592-8. doi: 10.1016/j.leukres.2015.03.014. Epub 2015 Mar 28. PubMed PMID: 25850727.
9: Schwarz J, Ovesná P, Černá O, Kissová J, Soukupová JM, Brychtová Y, Doubek M, Červinek L, Cmunt E, Dulíček P, Campr V, Křen L, Penka M; for CZEMP - Czech Group for Ph- Myeloproliferative Disorders. Thrombosis in thrombocythemic Ph- myeloproliferations is associated with higher platelet count prior to the event: results of analyses of prothrombotic risk factors from a registry of patients treated with anagrelide. Eur J Haematol. 2015 Mar 25. doi: 10.1111/ejh.12554. [Epub ahead of print] PubMed PMID: 25807961.
10: Espasandin YR, Glembotsky AC, Grodzielski M, Lev PR, Goette NP, Molinas FC, Marta RF, Heller PG. Anagrelide platelet-lowering effect is due to inhibition of both megakaryocyte maturation and proplatelet formation: insight into potential mechanisms. J Thromb Haemost. 2015 Apr;13(4):631-42. doi: 10.1111/jth.12850. Epub 2015 Feb 18. PubMed PMID: 25604267.
