1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL

Modify Date: 2024-01-03 01:46:09

1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Structure
1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL structure
Common Name 1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL
CAS Number 488-41-5 Molecular Weight 307.96500
Density 2.117g/cm3 Boiling Point 511.2ºC at 760mmHg
Molecular Formula C6H12Br2O4 Melting Point 176-178°
MSDS N/A Flash Point 263ºC

 Use of 1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL


Mitobronitol (Myelobromol; DBM) is a brominated analog of mannitol, also known as an anticancer agent that is classified as an alkylating agent. Mitobronitol has potential for myelosuppression associated with significantly decreased risk for several complications of allogeneic bone marrow transplantation in accelerated chronic granulocytic leukemia[1][2].

 Names

Name 1,6-dibromo-1,6-dideoxy-d-mannitol
Synonym More Synonyms

 1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Biological Activity

Description Mitobronitol (Myelobromol; DBM) is a brominated analog of mannitol, also known as an anticancer agent that is classified as an alkylating agent. Mitobronitol has potential for myelosuppression associated with significantly decreased risk for several complications of allogeneic bone marrow transplantation in accelerated chronic granulocytic leukemia[1][2].
Related Catalog
In Vivo Mitobronitol (850 mg/kg; i.p.; single dose) improves spleen cells to mitogens and enhances thymus regeneration in mice model[2]. Animal Model: Female BALB/c mice (8-10 weeks old)[2] Dosage: 850 mg/kg; 1500 mg/kg (suspended in 5% Tween 80 in saline, 0.5 mL) Administration: Intraperitoneal injection; single dose Result: Showed effect on the in vitro proliferative response of spleen cells to mitogens at 850 mg/kg. Enhanced thymus regeneration and was earlier than control, with the starting resititution time-course of 2 weeks and subtotal resititution time course of 3 weeks under 1500 mg/kg dose.

 Chemical & Physical Properties

Density 2.117g/cm3
Boiling Point 511.2ºC at 760mmHg
Melting Point 176-178°
Molecular Formula C6H12Br2O4
Molecular Weight 307.96500
Flash Point 263ºC
Exact Mass 305.91000
PSA 80.92000
Vapour Pressure 1.37E-12mmHg at 25°C
Index of Refraction 1.622
Storage condition −20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OP2800000
CHEMICAL NAME :
Mannitol, 1,6-dibromo-1,6-dideoxy-, D-
CAS REGISTRY NUMBER :
488-41-5
BEILSTEIN REFERENCE NO. :
1721919
LAST UPDATED :
199707
DATA ITEMS CITED :
36
MOLECULAR FORMULA :
C6-H12-Br2-O4
MOLECULAR WEIGHT :
308.00
WISWESSER LINE NOTATION :
E1YQYQYQYQ1E

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes Blood - normocytic anemia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
900 mg/kg
TOXIC EFFECTS :
Blood - normocytic anemia Blood - thrombocytopenia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1240 mg/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes Blood - normocytic anemia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1370 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1380 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - ataxia Skin and Appendages - hair
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
900 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - ataxia Skin and Appendages - hair
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2200 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - ataxia Skin and Appendages - hair
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
1080 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4950 mg/kg/33D-I
TOXIC EFFECTS :
Behavioral - ataxia Liver - other changes Blood - changes in leukocyte (WBC) count
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
5460 mg/kg/26W-I
TOXIC EFFECTS :
Endocrine - changes in thymus weight Blood - normocytic anemia Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
10920 mg/kg/26W-C
TOXIC EFFECTS :
Related to Chronic Data - changes in testicular weight
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
9750 mg/kg/26W-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Skin and Appendages - tumors Tumorigenic - tumors at site of application
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
7000 mg/kg/26W-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Lungs, Thorax, or Respiration - tumors Blood - lymphoma, including Hodgkin's disease
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
300 mg/kg
SEX/DURATION :
female 9-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
3900 mg/kg
SEX/DURATION :
female 26 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - uterus, cervix, vagina
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
500 mg/kg
SEX/DURATION :
female 13 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
500 mg/kg
SEX/DURATION :
female 10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - urogenital system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
300 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetal death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
3900 mg/kg
SEX/DURATION :
male 26 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
150 mg/kg
SEX/DURATION :
female 11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
150 mg/kg
SEX/DURATION :
female 11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
300 mg/kg
SEX/DURATION :
female 12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - eye/ear
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Heritable translocation test
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sister chromatid exchange

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - rabbit Bone marrow
DOSE/DURATION :
730 umol/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 25,1705,1976 *** REVIEWS *** TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 1(1),93,1971 TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 2,159,1973

 Safety Information

Hazard Codes T: Toxic;
Risk Phrases 45-22
Safety Phrases S22;S45;S53;S36/S37/S39
WGK Germany 3
RTECS OP2800000
HS Code 2905590090

 Synthetic Route

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1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Structure

1,6-DIBROMO-1,6...

CAS#:488-41-5

Literature: Institoris; Horvath; Csanyi Arzneimittel-Forschung, 1967 , vol. 17, # 2 p. 145 - 149 Title/Abstract Full Text View citing articles Show Details Samoilova,O.I. et al. J. Gen. Chem. USSR (Engl. Transl.), 1973 , vol. 43, p. 365 - 369,363 - 366

~%

1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Structure

1,6-DIBROMO-1,6...

CAS#:488-41-5

Literature: Overend et al. Journal of the Chemical Society, 1948 , p. 2201

~%

1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Structure

1,6-DIBROMO-1,6...

CAS#:488-41-5

Literature: Fidalgo, Daniela M.; Kolender, Adriana A.; Varela, Oscar Journal of Polymer Science, Part A: Polymer Chemistry, 2013 , vol. 51, # 2 p. 463 - 470

~%

1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Structure

1,6-DIBROMO-1,6...

CAS#:488-41-5

Literature: Jarman,M.; Ross,W.C.J. Carbohydrate Research, 1969 , vol. 9, p. 139 - 147

~%

1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Structure

1,6-DIBROMO-1,6...

CAS#:488-41-5

Detail
Literature: Kuszmann, Janos Carbohydrate Research, 1985 , vol. 142, p. 71 - 84

~%

1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Structure

1,6-DIBROMO-1,6...

CAS#:488-41-5

Literature: Overend et al. Journal of the Chemical Society, 1948 , p. 2201

 Customs

HS Code 2905590090
Summary 2905590090 other halogenated, sulphonated, nitrated or nitrosated derivatives of acyclic alcohols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

 Synonyms

r54
1.6-dibromo-1.6-dideoxy-D-mannitol
1,6-dibromo-D-1,6-dideoxy-mannitol
1.6-Dibrom-1.6-didesoxy-D-mannit
dibromannit
dibromomannitol
EINECS 207-676-8
Mielobromol
mieobromol
myelobromol
mitobronitol
myebrol