Responsive image

Common name


Busulfan

IUPAC name


4-(methanesulfonyloxy)butyl methanesulfonate

SMILES


CS(=O)(=O)OCCCCOS(C)(=O)=O

Compound class


Antineoplastic Agents; Immunosuppressive Agents; Antineoplastic Agents, Alkylating; Alkylating Agents; Myeloablative Agonists; Antineoplastic and Immunomodulating Agents; Alkyl Sulfonates; CYP3A4 Inhibitors;

Therapeutic area


For use in combination with cyclophosphamide as a conditioning regimen prior to allogeneic hematopoietic progenitor cell transplantation for chronic myelogenous (myeloid, myelocytic, granulocytic) leukemia (FDA has designated busulfan as an orphan drug for this use). It is also used as a component of pretransplant conditioning regimens in patients undergoing bone marrow transplantation for acute myeloid leukemia and nonmalignant diseases.

Common name


Busulfan

IUPAC name


4-(methanesulfonyloxy)butyl methanesulfonate

SMILES


CS(=O)(=O)OCCCCOS(C)(=O)=O

INCHI


InChI=1S/C6H14O6S2/c1-13(7,8)11-5-3-4-6-12-14(2,9)10/h3-6H2,1-2H3

FORMULA


C6H14O6S2

Responsive image

Common name


Busulfan

IUPAC name


4-(methanesulfonyloxy)butyl methanesulfonate

Molecular weight


246.302

clogP


-0.608

clogS


-1.611

HBond Acceptor


6

HBond Donor


0

Total Polar
Surface Area


86.74

Number of Rings


0

Rotatable Bond


7

Drug ID Common name Structure CAS SMILE Frequency
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00018 propan-1-ol Responsive image C(O)CC 0.0330
FDBF00041 ethanol Responsive image CCO 0.1474
FDBF00067 butane Responsive image CCCC 0.0680
FDBF00317 (dihydroxy-λ3-sulfanyl)methane Responsive image C[S](O)O 0.0141
FDBF01505 methanesulfonic acid Responsive image CS(=O)(=O)O 0.0038
FDBF02260 methyl methanesulfonate Responsive image COS(=O)(=O)C 0.0003
FDBF02261 ethyl methanesulfonate Responsive image C(C)OS(=O)(=O)C 0.0003
FDBF02262 propyl methanesulfonate Responsive image C(CC)OS(=O)(=O)C 0.0003
FDBF02263 butane-1,4-diol Responsive image C(CCCO)O 0.0003
11 , 2