MedKoo Cat#: 100730 | Name: Pipobroman
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pipobroman (trade names Vercite, Vercyte) is an anti-cancer drug that probably acts as an alkylating agent. It is marketed by Abbott Laboratories. Pipobroman (PB) has well documented clinical activity in polycythemia vera (PV) and essential thrombocythemia (ET).

Chemical Structure

Pipobroman
Pipobroman
CAS#54-91-1

Theoretical Analysis

MedKoo Cat#: 100730

Name: Pipobroman

CAS#: 54-91-1

Chemical Formula: C10H16Br2N2O2

Exact Mass: 353.9579

Molecular Weight: 356.06

Elemental Analysis: C, 33.73; H, 4.53; Br, 44.88; N, 7.87; O, 8.99

Price and Availability

Size Price Availability Quantity
200mg USD 250.00 2 Weeks
500mg USD 550.00 2 Weeks
1g USD 850.00 2 Weeks
2g USD 1,550.00 2 Weeks
5g USD 3,450.00 2 Weeks
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Related CAS #
No Data
Synonym
NSC25154; Pipobroman; Trade names Vercite Vercyte.
IUPAC/Chemical Name
1,1'-(piperazine-1,4-diyl)bis(3-bromopropan-1-one)
InChi Key
NJBFOOCLYDNZJN-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H16Br2N2O2/c11-3-1-9(15)13-5-7-14(8-6-13)10(16)2-4-12/h1-8H2
SMILES Code
O=C(N1CCN(C(CCBr)=O)CC1)CCBr
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
More Info
Pipobroman was approved in German. Pipobroman is an antineoplastic agent. Specifically it is a piperazine derivative with a chemical structure close to that of many DNA alkylating agents. Pipobroman has well documented clinical activity against polycythemia vera and essential thrombocythemia. According to drugbank, pipobroman was indicated for the treatment of polycythaemia vera and refractory chronic myeloid leukaemia.   The mechanism of action is uncertain but pipobroman is thought to alkylate DNA leading to disruption of DNA synthesis and eventual cell death.    
Biological target:
Pipobroman is a bromide derivative of piperazine and acts as an alkylating agent.
In vitro activity:
TBD
In vivo activity:
TBD
Solvent mg/mL mM comments
Solubility
DMSO 53.5 150.26
Ethanol 71.0 199.41
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 356.06 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.

Recalculate based on batch purity %
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
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
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Oncologist. 2016 Apr;21(4):475-80. doi: 10.1634/theoncologist.2015-0380. Epub 2016 Mar 14. PMID: 26975864; PMCID: PMC4828120. 13: Cassius C, Pages C, Roux J, Lhote R, Lavocat R, Réa D, Bagot M, Mourah S, Battistella M, Lebbé C, Dumaz N. Association of Vemurafenib and Pipobroman Enhances BRAF-CRAF Dimerization in Squamous Cell Carcinoma. J Invest Dermatol. 2016 Jun;136(6):1302-1305. doi: 10.1016/j.jid.2015.12.047. Epub 2016 Feb 15. PMID: 26854489. 14: Pathak RK, Dhar S. Unique Use of Alkylation for Chemo-Redox Activity by a Pt(IV) Prodrug. Chemistry. 2016 Feb 24;22(9):3029-36. doi: 10.1002/chem.201503866. Epub 2016 Jan 25. PMID: 26807548. 15: Cerquozzi S, Tefferi A. Blast transformation and fibrotic progression in polycythemia vera and essential thrombocythemia: a literature review of incidence and risk factors. Blood Cancer J. 2015 Nov 13;5(11):e366. doi: 10.1038/bcj.2015.95. PMID: 26565403; PMCID: PMC4670948. 16: Stein BL, Moliterno AR, Tiu RV. 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PMID: 23739289; PMCID: PMC3768558. 19: Fazio G, Caracciolo C, Barone R, D'angelo L, Di Maggio R, Vernuccio F, Siragusa S. An unknown cause of aortic valve stenosis: polycythemia vera. J Thromb Thrombolysis. 2013 Feb;35(2):282-5. doi: 10.1007/s11239-012-0786-7. PMID: 22843194. 20: Kiladjian JJ, Chevret S, Dosquet C, Chomienne C, Rain JD. Treatment of polycythemia vera with hydroxyurea and pipobroman: final results of a randomized trial initiated in 1980. J Clin Oncol. 2011 Oct 10;29(29):3907-13. doi: 10.1200/JCO.2011.36.0792. Epub 2011 Sep 12. PMID: 21911721.