Mitobronitol

Mitobronitol (1,6-dibromo-1,6-dideoxy-D-mannitol) is a brominated analog of mannitol. It is an anticancer drug that is also classified as an alkylating agent.^[2]

Mitobronitol

Names
Preferred IUPAC name 1,6-Dibromo-1,6-dideoxy-D-mannitol[citation needed]
Systematic IUPAC name 1,6-Dibromohexane-2,3,4,5-tetrol[1]
Identifiers
CAS Number	488-41-5 (2S,3S,4S,5S)-2,3,4,5-tetrol Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL161657 Y ChEMBL447629 Y
ChemSpider	4063 Y 5145112 (2S,3S,5R)-2,3,5-triol Y 5145112 (2R,3R,4R,5R)-2,3,4,5-tetrol Y
ECHA InfoCard	100.006.979
EC Number	207-676-8
KEGG	D02020 Y
MeSH	Mitobronitol
PubChem CID	4208 44119013 (2R,3R)-2,3-diol 6713087 (2S,3S,5R)-2,3,5-triol 2794952 (2R,3R,4R,5R)-2,3,4,5-tetrol 656655 (2S,3S,4S,5S)-2,3,4,5-tetrol
RTECS number	OP2800000 (2RS,3RS,4RS,5RS)-2,3,4,5-tetrol
UNII	5UP30YED7N Y
CompTox Dashboard (EPA)	DTXSID3048158 DTXSID7022918, DTXSID3048158
InChI InChI=1S/C6H12Br2O4/c7-1-3(9)5(11)6(12)4(10)2-8/h3-6,9-12H,1-2H2 Y Key: VFKZTMPDYBFSTM-UHFFFAOYSA-N Y
SMILES OC(CBr)C(O)C(O)C(O)CBr
Properties
Chemical formula	C6H12Br2O4
Molar mass	307.966 g·mol−1
Appearance	Colourless crystals
log P	−0.226 (2RS,3RS,4RS,5RS)-2,3,4,5-tetrol
Acidity (pKa)	12.609 (2RS,3RS,4RS,5RS)-2,3,4,5-tetrol
Basicity (pKb)	1.388 (2RS,3RS,4RS,5RS)-2,3,4,5-tetrol
Pharmacology
ATC code	L01AX01 (WHO)
Related compounds
Related compounds	1,2-Dibromopropane 1,3-Dibromopropane 1,2,3-Tribromopropane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

References

1. "Mitolactol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identification. Retrieved 22 June 2012.
2. Mitobronitol, The Centre for Cancer Education