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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
Structure of MITOBRONITOL

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

HIDE SMILES / InChI

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

Description
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.3 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Chemical mutagenesis testing in Drosophila. X. Results of 70 coded chemicals tested for the National Toxicology Program.
1994
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
Patents

Sample Use Guides

In Vivo Use Guide
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
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
by admin
on Fri Dec 15 17:28:31 GMT 2023
Edited
by admin
on Fri Dec 15 17:28:31 GMT 2023
Record UNII
5UP30YED7N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MITOBRONITOL
INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
DBM
Common Name English
1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL
Common Name English
NSC-94100
Code English
mitobronitol [INN]
Common Name English
MITOBRONITOL [MI]
Common Name English
MITOBRONITOL [JAN]
Common Name English
1,6-DIDEOXY-1,6-DIBROMO-D-MANNITOL
Common Name English
MITOBRONITOL [MART.]
Common Name English
DIBROMOMANNITOL
Common Name English
Mitobronitol [WHO-DD]
Common Name English
MYEBROL
Brand Name English
MYELOBROMOL
Common Name English
Classification Tree Code System Code
WHO-VATC QL01AX01
Created by admin on Fri Dec 15 17:28:32 GMT 2023 , Edited by admin on Fri Dec 15 17:28:32 GMT 2023
NCI_THESAURUS C1590
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
WHO-ATC L01AX01
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
Code System Code Type Description
FDA UNII
5UP30YED7N
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
RXCUI
6996
Created by admin on Fri Dec 15 17:28:32 GMT 2023 , Edited by admin on Fri Dec 15 17:28:32 GMT 2023
PRIMARY RxNorm
CAS
488-41-5
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
DRUG BANK
DB13543
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
MESH
D008927
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
NSC
94100
Created by admin on Fri Dec 15 17:28:32 GMT 2023 , Edited by admin on Fri Dec 15 17:28:32 GMT 2023
PRIMARY
NCI_THESAURUS
C659
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
MERCK INDEX
m7567
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY Merck Index
INN
2454
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
EVMPD
SUB09001MIG
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
ECHA (EC/EINECS)
207-676-8
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
EPA CompTox
DTXSID7022918
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
PUBCHEM
656655
Created by admin on Fri Dec 15 17:28:32 GMT 2023 , Edited by admin on Fri Dec 15 17:28:32 GMT 2023
PRIMARY
SMS_ID
100000080876
Created by admin on Fri Dec 15 17:28:32 GMT 2023 , Edited by admin on Fri Dec 15 17:28:32 GMT 2023
PRIMARY
ChEMBL
CHEMBL447629
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
WIKIPEDIA
MITOBRONITOL
Created by admin on Fri Dec 15 17:28:32 GMT 2023 , Edited by admin on Fri Dec 15 17:28:32 GMT 2023
PRIMARY
DRUG CENTRAL
858
Created by admin on Fri Dec 15 17:28:31 GMT 2023 , Edited by admin on Fri Dec 15 17:28:31 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY