Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C6H12Br2O4 |
Molecular Weight | 307.965 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H](CBr)[C@@H](O)[C@H](O)[C@H](O)CBr
InChI
InChIKey=VFKZTMPDYBFSTM-KVTDHHQDSA-N
InChI=1S/C6H12Br2O4/c7-1-3(9)5(11)6(12)4(10)2-8/h3-6,9-12H,1-2H2/t3-,4-,5-,6-/m1/s1
Molecular Formula | C6H12Br2O4 |
Molecular Weight | 307.965 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/394837Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/6784907
Sources: http://www.ncbi.nlm.nih.gov/pubmed/394837
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/6784907
Mitobronitol (1,6-dibromo-1,6-dideoxy-D-mannitol, Dibromomannitol) is a brominated analog of mannitol, it is one of a number of carbohydrate derivatives which have exhibited varying degrees of antineoplastic activity. Hungarian investigators first synthesized a series of cytostatic carbohydrate derivatives over two decades ago. Dibromomannitol (DBM) and its conformational isomer dibromodulcitol (DBD) have undergone extensive clinical investigation in the United States. DBD differs from its conformational isomer DBM in activity spectrum, having significant activity against solid tumors and its relative lack of nephrotoxicity. Clinical trials with DBM in the U.S. were carried out mainly in CML; the trials were based on foreign reports of activity in this tumor type. Only the oral form was available for clinical use.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Rat Sources: http://www.ncbi.nlm.nih.gov/pubmed/3835819 |
2.3 µM [IC50] | ||
Target ID: map03030 Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=6076607 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Chemical mutagenesis testing in Drosophila. X. Results of 70 coded chemicals tested for the National Toxicology Program. | 1994 |
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Remarkably reduced transplant-related complications by dibromomannitol non-myeloablative conditioning before allogeneic bone marrow transplantation in chronic myeloid leukemia. | 2001 |
|
Multiple granulocytic sarcomas in essential thrombocythemia. | 2006 Dec |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/6784907
The dose schedule administered was 250 mg daily until the leukocyte count dropped to 20,000 cells/mm3, whereby treatment interval was prolonged
to every two to three days to maintain the leukocyte count at a level of 10,000 cells/mm3.
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/1009628
PHA-stimulated human lymphocytes and P388F lymphoma cells showed sensitivity to dibromodulcitol within the concentration range of 1-10 ug/ml.
Substance Class |
Chemical
Created
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Record UNII |
5UP30YED7N
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Validated (UNII)
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WHO-VATC |
QL01AX01
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C1590
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L01AX01
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6996
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488-41-5
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DB13543
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m7567
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2454
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CHEMBL447629
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MITOBRONITOL
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858
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