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488-41-5, Mitobronitol, CAS:488-41-5

488-41-5, Mitobronitol,
CAS:488-41-5
C6H12Br2O4 / 307.965

二溴甘露醇, Mitobronitol

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 Number488-41-5
Product NameMitobronitol
IUPAC Name(2S,3S,4S,5S)-1,6-dibromohexane-2,3,4,5-tetrol
Molecular FormulaC6H12Br2O4
Molecular Weight307.97 g/mol
InChIInChI=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 KeyVFKZTMPDYBFSTM-KVTDHHQDSA-N
SMILESC(C(C(C(C(CBr)O)O)O)O)Br
Solubilityless than 1 mg/mL at 68° F (NTP, 1992)
SynonymsDibromomannitol, Mitobronitol, Myelobromol, NSC 94,100, NSC 94100, NSC-94,100, NSC-94100, NSC94,100, NSC94100
Canonical SMILESC(C(C(C(C(CBr)O)O)O)O)Br
Isomeric SMILESC([C@@H]([C@H]([C@@H]([C@H](CBr)O)O)O)O)Br


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