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Succimer

Product Name
Succimer
CAS No.
304-55-2
Chemical Name
Succimer
Synonyms
DMSA;MESO-2,3-DIMERCAPTOSUCCINIC ACID;chemet;dim-sa;uccimer;ro1-7977;SUCCIMER;AI312104;MESO-DMSA;AI3 12104
CBNumber
CB9142563
Molecular Formula
C4H6O4S2
Formula Weight
182.22
MOL File
304-55-2.mol
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Succimer Property

Melting point:
196-198 °C (dec.)(lit.)
Boiling point:
285.62°C (rough estimate)
Density 
1.439 (estimate)
refractive index 
1.5220 (estimate)
storage temp. 
-20°C
solubility 
DMSO (Sparingly), Methanol (Slightly, Heated)
form 
Powder
pka
pK1:2.71;pK2:3.48;pK3:8.89(SH);pK4:10.79(SH) (25°C)
color 
White to off-white
Water Solubility 
Soluble in water, and ethanol (25 mg/ml, results in colorless to light yellow, clear).
Merck 
14,8865
BRN 
1725150
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
ACTRVOBWPAIOHC-XIXRPRMCSA-N
CAS DataBase Reference
304-55-2(CAS DataBase Reference)
EPA Substance Registry System
Butanedioic acid, 2,3-dimercapto-, (2R,3S)-rel- (304-55-2)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
2
RTECS 
WM7650000
F 
10-23
TSCA 
Yes
HS Code 
29309090
Hazardous Substances Data
304-55-2(Hazardous Substances Data)
Toxicity
LD50 i.p. in mice: >3000 mg/kg (Friedheim, Corvi)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D7881
Product name
meso-2,3-Dimercaptosuccinic acid
Purity
~98%
Packaging
1g
Price
$30.9
Updated
2024/03/01
Sigma-Aldrich
Product number
D7881
Product name
meso-2,3-Dimercaptosuccinic acid
Purity
~98%
Packaging
5g
Price
$88
Updated
2024/03/01
TCI Chemical
Product number
D1722
Product name
meso-2,3-Dimercaptosuccinic Acid
Purity
>98.0%(T)
Packaging
5g
Price
$70
Updated
2024/03/01
TCI Chemical
Product number
D1722
Product name
meso-2,3-Dimercaptosuccinic Acid
Purity
>98.0%(T)
Packaging
25g
Price
$269
Updated
2024/03/01
Alfa Aesar
Product number
A17909
Product name
meso-2,3-Dimercaptosuccinic acid, 97%
Packaging
1g
Price
$29.65
Updated
2024/03/01
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Succimer Chemical Properties,Usage,Production

Description

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.

Chemical Properties

white or off-white powder

Originator

Johnson and Johnson (J&J) (U.S.A.)

Uses

chelating agent, antihypertensive

Uses

meso-2,3-Dimercaptosuccinic Acid is used as a chelating agent and masking agent for cadmium in EDTA titration of zinc.

Uses

A water-soluble chelating agent.

Uses

chelating agent, treatment of lead poisoning

Preparation

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].

Definition

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.

brand name

Chemet (Ovation).

Pharmaceutical Applications

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 HO2CCH(SH)CH(SH)CO2H. 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.

Pharmaceutical Applications

The unlicensed drug Succimer (DMSA, meso-2,3-dimercaptosuccinic acid) may be valuable in the treatment of most forms of heavy-metal poisoning including lead, arsenic and mercury. These and other chelating agents such as unithiol (DMPS, 2,3-dimercapto-1-propanesulfonic acid) and α-lipoic acid (ALA) are also used in alternative medicine, which has led to much criticism and discussion. So far, no medical study has proven the effectiveness of chelation therapy for any clinical application other than heavy-metal poisoning.

Veterinary Drugs and Treatments

In veterinary medicine, succimer may be useful for the oral treatment of lead poisoning in small animals (including birds). Potentially, it also may be of benefit for the treatment of other toxic heavy metals such as arsenic or mercury, but more research must be done before this can be recommended.

Purification Methods

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.]

Succimer Preparation Products And Raw materials

Raw materials

2,3-Dibromosuccinic acid

Preparation Products

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Succimer Suppliers

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View Lastest Price from Succimer manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Succimer 304-55-2
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-28
WUHAN FORTUNA CHEMICAL CO., LTD
Product
meso-2,3-Dimercaptosuccinic acid (DMSA) 304-55-2
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
99.0%~101.0%
Supply Ability
500kg/month
Release date
2021-06-03
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Succimer 304-55-2
Price
US $1.00/Kg/Bag
Min. Order
1KG
Purity
98.0%min
Supply Ability
100kgmonth
Release date
2021-06-05

304-55-2, SuccimerRelated Search:

2-Ethylhexyl mercaptoacetate Mercaptoacetic acid Calcium thioglycolate 2,3-Dimercapto-1-propanol Succinic acid Citric acid Mercaptosuccinic acid POTASSIUM THIOGLYCOLATE 3-Mercaptopropionic acid Disodium succinate Folic acid Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid 2-Mercaptobutyric acid 2,3-Butanedithiol DMSA 2-Mercaptoethanol Succimer

  • (2R,3S)-2,3-diMercaptosuccinic acid
  • (2R,3S)-rel-2,3-DiMercaptosuccinic acid
  • Butanedioic acid,2,3-diMercapto-, (2R,3S)-rel-
  • <i>meso</i>-2,3-Dimercaptosuccinic acid
  • API Succimer
  • -rel-2,3-Dimercaptosuccinic acid
  • (2S,3R)-2,3-dimercaptobutanedioate
  • (r*,s*)-2,3-dimercaptobutanedioicacid
  • 2,3-dimercapto-,(r*,s*)-butanedioicaci
  • 2,3-dimercapto-,(theta,s)-butanedioicaci
  • 3-dimercapto-meso-succinicaci
  • 2,3-DITHIO-MESO-TARTARIC ACID
  • 2,3-BIS-SULFANYLBUTANEDIOIC ACID
  • 2,3-DIMERCAPTOSUCCINICACIDMESO
  • MESO-DMSA
  • 2,3-DITHIOSUCCINICACID
  • 2,3-dimercapto-, ( theta,s)-butanedioic acid
  • 2,3-dimercapto-, (r*,s*)-butanedioic acid
  • 3-dimercapto- meso-succinic acid
  • MESO-2,3-DIMERCAPTOSUCCINIC ACIDF&D VERS ION
  • MESO-2,3-DIMERCAPTO SUCCINIC ACID ENTERPRISE STANDARD =98.5%
  • DimercaptosuccinicAcid(Dmsa)
  • 2,3-Dimercaptosuccinic
  • rel-(2R,3S)-2,3-Dimercaptobutanedioic acid
  • chemet
  • dim-sa
  • meso-2,3-dithiosuccinicacid
  • meso-dimercaptosuccinicacid
  • ro1-7977
  • SUCCIMER
  • DMSA
  • MESO-2,3-DIMERCAPTOSUCCINIC ACID
  • meso-2,3-Dimercaptosuccinic acid,98%
  • 2,3-DIMERCAPTO SUCCINIC ACID (DMSA) extrapure
  • 2,3-Dithio-meso-tartaric acid, DMSA, Succimer
  • meso-2,3-Dimercaptosuccinic acid,2,3-Dithio-meso-tartaric acid, DMSA, Succimer
  • Meso-2,3-DiMercaptosuccinic acid(DMSA,SucciMer)
  • DMSA (Meso-2,3-diMercaptosuccinic acid)
  • Meso-2,3-DiMercaptosuccinic acid, 98% 5GR
  • meso-2,3-DimercaptosuccinicAcid&gt
  • DMSA Succimer
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  • meso-2,3-Dimercaptosuccinic acid (DMSA)
  • Best Price Dmsa Powder Dimercaptosuccinic Acid?304-55-2
  • 2,3-Dimercapto succinic acid, 98%+
  • 2,3-Dimercapto succinic acid, 97%+
  • 2,3-Dimercaptosuccinic Acid (DMSA, Succimer) extrapure, 98%
  • (2S,3R)-2,3-bis(sulfanyl)butanedioic acid
  • AI3 12104
  • AI312104
  • AI3-12104
  • 2,3-dimercaptosuccinic acid、Succimer、DMSA
  • uccimer
  • 304-55-2
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