Mitolactol
Basic information
- CAS
10318-26-0- Standard SMILES
O[C@H]([C@H](O)[C@@H](O)CBr)[C@H](O)CBr- InChIKey
VFKZTMPDYBFSTM-GUCUJZIJSA-N- Molecular formula
- C6H12Br2O4
- Average molar mass
- 307.96 g/mol
- Monoisotopic mass
- 305.91023
Overview
Dibromodulcitol is a white powder. Insoluble in water. (NTP, 1992)
Names & identifiers
- Preferred name
- Mitolactol
- IUPAC
- (2R,3S,4R,5S)-1,6-dibromohexane-2,3,4,5-tetrol
- English name
- Dibromodulcitol
- Molecular formula
- C6H12Br2O4
- Molecular weight
- 307.96
Names & synonyms
MitolactolDIBROMODULCITOLElobromolDibromdulcit10318-26-01,6-Dibromo-1,6-dideoxy-D-galactitolDBD (alcohol)Mitolactolum1,6-DibromodideoxydulcitolNSC-104800NCI-C04795Dibromdulcitol
Show more names
NSC1048001,6-Dibromodulcitol1,6-dibromo-1,6-dideoxygalactitol
(2R,3S,4R,5S)-1,6-dibromohexane-2,3,4,5-tetrolGalactitol, 1,6-dibromo-1,6-dideoxy-1,6-Dibromo-1,6-dideoxydulcitolLJ2P1SIK8YNSC 104800DTXSID8020414DibromdicilMitolac
Database identifiers
- CAS
10318-26-0- PubChem CID
- 5284380
- DTXSID
DTXSID8020414- ChEMBL
CHEMBL2104612- ChEBI
CHEBI:135311- UNII
- LJ2P1SIK8Y
- Nikkaji
- J10.476K
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 80.9 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 110
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesCrystal structure
SolubilityInsoluble (<1 mg/ml) (NTP, 1992)
Physical DescriptionDibromodulcitol is a white powder. Insoluble in water. (NTP, 1992)
Physicochemical properties
- Melting point
- 187 · 187-188° (dec)
- Boiling point
- 511.2 · 511.2±50.0 °C(Predicted)
- Density
- 1.8987 · 1.8987 (rough estimate)
- refractive index
- 1.484 · 1.4840 (estimate)
- pka
- 12.61 · 12.61±0.20(Predicted)
- CAS DataBase Reference
- 10318 · 10318-26-0
- FDA UNII
- 2 P1SIK8Y · LJ2P1SIK8Y
- EPA Substance Registry System
- Mitolactol (10318-26-0)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Fire HazardsData is not available for this chemical, but it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: This compound is toxic when ingested. (NTP, 1992)
Reactive GroupAlcohols and Polyols
Reactivity Profile
A halogenated alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.
Air and Water ReactionsInsoluble in water.
Safety & protection
Fire FightingFire involving this compound should be controlled with a dry chemical, carbon dioxide or halon extinguisher. (NTP, 1992)
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then dampen the solid spill material with toluene, then transfer the dampened material to a suitable container. Use absorbent paper dampened with toluene to pick up any remaining material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash all contaminated surfaces with toluene followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026)
Applications
Uses1,6-Dibromodulcitol is an intermediate in the synthesis of Dulcitol Diepoxide (D720515). Dulcitol Diepoxide is a cytostatic drug. Dulcitol Diepoxide can be used for treatment of leukemia, lung cancer, multiple myeloma, and nasopharyngeal carcinoma.
General DescriptionWhite powder. Insoluble in water.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Mitolactol is an alcohol and an organobromine compound.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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