Busulfan

From The Cure For The Needy

Contents 1 Busulfan (Myleran, Busulfex) 1.1 Effective Against 1.2 Cost 1.3 Reported Routes of Synthesis 1.4 Submitted Syntheses

Busulfan (Myleran, Busulfex)

Effective Against

CML - Chronic myeloid leukemia

Busulfan is a chemotherapy drug that is a cell cycle non-specific alkylating antineoplastic agent (slows the growth of cancer cells). Its mechanism of action through alkylation produces Guanine-Guanine intrastrand crosslinks.[2] This occurs through an SN2 reaction in which the relatively nucleophilic guanine N7 attacks the carbon adjacent to the mesylate leaving group. This kind of damage cannot be repaired by cellular machinery and thus the cell undergoes apoptosis.[3] Busulfan also induces thrombocytopenia, a condition of lowered blood platelet count and activity.

Cost

Cost of molecule from Sigma-Aldrich: 23 USD (10g)

Reported Routes of Synthesis

Sulfation of 1,4-butanediol (I) with methanesulfonyl chloride (II) in pyr affords the title compound (1).

GlaxoSmithKline Inc. Leukemia treatment. US 2917432

Cost of Reagents:
(±)-1,3-Butanediol from Sigma-Aldrich: 25.6 (100 mL)
Methane sulfonyl chloride pricing not available from Sigma-Aldrich

Submitted Syntheses