meso-2,3-ジメルカプトこはく酸 化学特性,用途語,生産方法
外観
白色～ほとんど白色粉末～結晶
効能
解毒薬 (鉛中毒), 診断補助薬
説明
Succimer is a newly available oral chelator of lead and other heavy metals. The
compound is indicated for the treatment of lead poisoning in children. Succimer does
not bind iron, calcium or magnesium and preferentially binds lead, mercury and arsenic
over copper or zinc. The metal-bound succimer is excreted in the urine. The drug may
also be effective in adults.
化学的特性
white or off-white powder
製造方法
Isolate
the solid complexes of trivalent lanthanide complexes with
meso-2,3-Dimercaptosuccinic Acid, furan-2-carboxylic acid,
meso-2,3-dimercaptosuccinic acid and sarcosine from the mixture of
equimolar solutions of metal nitrates and ligands. Adjust the pH of the
mixture to 7 by adding dilute solution of KOH. Reflux the mixture in
ethanol (15-20 ml) for 3-4 hours on a steam bath. The clear solution
gives a solid mass on cooling, filter through G4 glass crucible and wash
several times with the mixture of doubly distilled water and alcohol.
Recrystallise it to obtain pure crystal and dry at 60 ?? -70 ??C [1].
定義
ChEBI: A sulfur-containing carboxylic acid that is succinic acid bearing two mercapto substituents at positions 2 and 3. A lead chelator used as an antedote to lead poisoning.
応用例（製薬）
Dimercaptosuccinic acid (DMSA) is a modification of BAL containing two thiol groups, which are responsible for the unpleasant
smell, and two carboxylic acid groups. DMSA is also known under the name Succimer. It chemical name
is meso-2,3-dimercaptosuccinic acid and the chemical formula is HO
2CCH(SH)CH(SH)CO
2H. There are
two diastereomeric forms, meso and the chiral DL forms, with the meso isomer being used as chelating agent.
DMSA was developed in the 1960s and replaced BAL and edetate in some countries for the treatment
of lead, arsenic and mercury poisoning. Furthermore, the dimethylester modification of DMSA has been
successfully used for the treatment of heavy-metal poisoning.
純化方法
Purify the acid by dissolving it in NaOH and precipitating with dilute HCl, drying and recrystallising from MeOH. IR has at 2544 (SH) and max 1689 (CO2H) cm-1 . The bis-S-acetyl derivative has m 183-185o (from EtOAc or Me2CO), and its Me ester has m 119-120o (from pet ether) [Gerecke et al. Helv Chim Acta 44 957 1961, Owen & Sultanbawa J Chem Soc 3112 1949]. [Beilstein 3 III 1033.]
meso-2,3-ジメルカプトこはく酸 上流と下流の製品情報
原材料
準備製品