488-41-5, Mitobronitol,
CAS:488-41-5
C6H12Br2O4 / 307.965
Dibromomannitol is a white powder. (NTP, 1992)
Mitolactol is a synthetic derivative of hexitol with antineoplastic and radiosensitizing properties. Mitolactol alkylates DNA via actual or derived epoxide groups, resulting in inhibition of DNA and RNA synthesis. (NCI04)
Mitobronitol is a brominated analog of mannitol with potential antineoplastic activity. Mitobronitol most likely acts through alkylation via derived epoxide groups.
Title: Mitobronitol
CAS Registry Number: 488-41-5
CAS Name: 1,6-Dibromo-1,6-dideoxy-D-mannitol
Additional Names: 1,6-dideoxy-1,6-dibromo-D-mannitol; dibromomannitol; DBM
Trademarks: Myebrol (Kyorin); Myelobromol (Enzypharm)
Molecular Formula: C6H12Br2O4
Molecular Weight: 307.97
Percent Composition: C 23.40%, H 3.93%, Br 51.89%, O 20.78%
Literature References: Cytostatic agent; the first dibromohexitol introduced into clinical use. Manuf: GB 959407 (1964 to Chinoin). Pharmaco-biochemical studies: J. Szabo et al., Neoplasma 20, 13 (1973). Clinical studies: D. F. Chiuten et al., Cancer 47, 442 (1981). Comparative study with busulfan, q.v.: R. T. Silver et al., Cancer 60, 1442 (1987).
Properties: Crystals from methanol + dichloroethane, mp 176-178°.
Melting point: mp 176-178°
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkylating Agents.
CAS Number | 488-41-5 |
Product Name | Mitobronitol |
IUPAC Name | (2S,3S,4S,5S)-1,6-dibromohexane-2,3,4,5-tetrol |
Molecular Formula | C6H12Br2O4 |
Molecular Weight | 307.97 g/mol |
InChI | 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 |
InChI Key | VFKZTMPDYBFSTM-KVTDHHQDSA-N |
SMILES | C(C(C(C(C(CBr)O)O)O)O)Br |
Solubility | less than 1 mg/mL at 68° F (NTP, 1992) |
Synonyms | Dibromomannitol, Mitobronitol, Myelobromol, NSC 94,100, NSC 94100, NSC-94,100, NSC-94100, NSC94,100, NSC94100 |
Canonical SMILES | C(C(C(C(C(CBr)O)O)O)O)Br |
Isomeric SMILES | C([C@@H]([C@H]([C@@H]([C@H](CBr)O)O)O)O)Br |
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