MedKoo Cat#: 581214 | Name: Dianhydromannitol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dianhydromannitol, Dihyro- and tetrahydrofuran building blocks from 1,4:3,6-dianhydromannitol. 1,2-Anhydro-6-bromo-6-deoxygalactitol (BrEpG) and its D-mannitol analogue (BrEpM) intermediary metabolites in the conversion of dibromodulcitol (DBD) and dibromomannitol (DBM) into dianhydrogalactitol (DAG) and dianhydromannitol (DAM) have been prepared. The three types of derivative of each hexitol have been compared in their toxicities towards mice, tumour inhibitory activities against the Walker carcinosarcoma and haematological effects in rats. The bromoepoxides showed intermediate potency in all tests. The galactitol derivatives were always more potent than their mannitol counterparts. The mannitol derivatives were selectively myelosuppressive, being twice as toxic towards granulocytes as towards lymphocytes. The lymphotoxic activity of DBM, in particular, relative to its other toxic effects was particularly mild. These differences have been ascribed principally to the more rapid reactivity of DAG compared with DAM towards target nucleophiles, modulated by the influence of the bromine substituent on the transport properties of the dibromo- and bromoepoxy-derivatives.

Chemical Structure

Dianhydromannitol
CAS#19895-66-0

Theoretical Analysis

MedKoo Cat#: 581214

Name: Dianhydromannitol

CAS#: 19895-66-0

Chemical Formula: C6H10O4

Exact Mass: 146.0579

Molecular Weight: 146.14

Elemental Analysis: C, 49.31; H, 6.90; O, 43.79

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Dianhydromannitol; DADM; NSC-133129; UNII-DPHVJPYRKV; 1:2:5:6-Dianhydro-D-mannitol;
IUPAC/Chemical Name
(3R,4S)-hexa-1,5-diene-2,3,4,5-tetraol
InChi Key
PICUSLXKOFIWAJ-OLQVQODUSA-N
InChi Code
InChI=1S/C6H10O4/c1-3(7)5(9)6(10)4(2)8/h5-10H,1-2H2/t5-,6+
SMILES Code
C([C@@H]([C@@H](C(=C)O)O)O)(=C)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
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Preparing Stock Solutions

The following data is based on the product molecular weight 146.14 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: GREGORY H, WIGGINS LF. Anhydrides of polyhydric alcohols; some alkenyl ethers of 1 : 4-3 : 6-dianhydromannitol and 1 ; 4-3 : 6-dianhydrosorbitol. J Chem Soc. 1947 Oct:1405-7. PubMed PMID: 20272142. 2: MONTGOMERY R, WIGGINS LF. Anhydrides of polyhydric alcohols; 1:4-3:6-dianhydromannitol and 1:4-3:6-dianhydro sorbitol from sucrose. J Chem Soc. 1947 Apr:433-6. PubMed PMID: 20249751. 3: Horváth IP, Somfai-Relle S, Hegedüs L, Jarman M. Toxicity, antitumour and haematological effects of 1,2-anhydro-6-bromogalactitol and d-mannitol: a comparison with the related dibromo- and dianhydro-derivatives. Eur J Cancer Clin Oncol. 1982 Jun;18(6):573-7. PubMed PMID: 6811281.