meso-2,3-Dimercaptosuccinic acid
meso-2,3-Dimercaptosuccinic acid
CAS: 304-55-2;2418-14-6
Molecular Formula: C4H6O4S2
meso-2,3-Dimercaptosuccinic acid - Names and Identifiers
| Name | meso-2,3-Dimercaptosuccinic acid |
| Synonyms | DMSA Succimer API Succimer Dimercaptosuccinic Acid 2,3-Dimercaptosuccinic acid 2,3-disulfanylbutanedioic acid -rel-2,3-Dimercaptosuccinic acid meso-2,3-Dimercaptosuccinic acid (2R,3S)-2,3-disulfanylbutanedioate (2S,3R)-2,3-dimercaptobutanedioate (2R,3S)-2,3-diMercaptosuccinic acid (r*,s*)-2,3-dimercaptobutanedioicacid (2R,3S)-2,3-disulfanylbutanedioic acid (2R,3S)-rel-2,3-DiMercaptosuccinic acid Butanedioic acid,2,3-diMercapto-, (2R,3S)-rel- |
| CAS | 304-55-2 2418-14-6 |
| EINECS | 206-155-2 |
| InChI | InChI=1/C4H6O4S2/c5-3(6)1(9)2(10)4(7)8/h1-2,9-10H,(H,5,6)(H,7,8)/p-2/t1-,2+ |
| InChIKey | ACTRVOBWPAIOHC-XIXRPRMCSA-N |
meso-2,3-Dimercaptosuccinic acid - Physico-chemical Properties
| Molecular Formula | C4H6O4S2 |
| Molar Mass | 182.22 |
| Density | 1.439 (estimate) |
| Melting Point | 196-198°C (dec.)(lit.) |
| Boling Point | 285.62°C (rough estimate) |
| Flash Point | 115.622°C |
| Water Solubility | Soluble in water, and ethanol (25 mg/ml, results in colorless to light yellow, clear). |
| Solubility | Soluble in water, and ethanol (25 mg/ml, Colorless to Light Yellow, Clear). |
| Vapor Presure | 0.002mmHg at 25°C |
| Appearance | White crystal |
| Color | White to off-white |
| Merck | 14,8865 |
| BRN | 1725150 |
| pKa | pK1:2.71;pK2:3.48;pK3:8.89(SH);pK4:10.79(SH) (25°C) |
| Storage Condition | -20°C |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.5220 (estimate) |
| MDL | MFCD00064799 |
| Physical and Chemical Properties | Properties: white crystalline powder, with the special odor of sulfhydryl compounds. solubility insoluble in water, soluble in alkaline solution, slightly soluble in methanol. |
| Use | Used as a heavy metal antidote, health care drugs |
| In vivo study | Succimer is a widely used chelating agent for the treatment of Pb poisoning. Red blood cells (RBCs) from lead exposed animals treated with NAC or Succimer are shown to have significantly higher glutathione (GSH) levels and diminished malondialdehyde (MDA) levels when compare to the lead group. Succimer administration also results in decreased glucose 6-phosphate dehydrogenase (G6PD) activity in RBCs from lead exposed animals. Succimer treatment produces a significant reduction in blood lead levels for both lead exposure conditions: the High Pb-succ group has blood lead levels that are 27% of the blood lead levels of the High Pb group at the end of treatment. Succimer is effective in substantially reducing brain lead, as brain lead levels in the High Pb-succ group are 37% of levels in the High Pb group. |
meso-2,3-Dimercaptosuccinic acid - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 2 |
| RTECS | WM7650000 |
| FLUKA BRAND F CODES | 10-23 |
| TSCA | Yes |
| HS Code | 29309090 |
| Toxicity | LD50 i.p. in mice: >3000 mg/kg (Friedheim, Corvi) |
meso-2,3-Dimercaptosuccinic acid - Standard
Authoritative Data Verified Data
This product is 2, 3-dimercaptosuccinic acid. Calculated as dried product, the content of C4H604S3 shall not be less than 98.5%.
Last Update：2024-01-02 23:10:35
meso-2,3-Dimercaptosuccinic acid - Trait
Authoritative Data Verified Data
- This product is white or white crystal or crystalline powder; There is a special odor similar to garlic.
- This product is slightly soluble in methanol or ethanol, and almost insoluble in water or chloroform.
melting point
The melting point of this product (General rule 0612) is 190~194°C, and it is decomposed at the same time during melting.
Last Update：2022-01-01 11:30:08
meso-2,3-Dimercaptosuccinic acid - Differential diagnosis
Authoritative Data Verified Data
- take about 0.2g of this product, add 2ml of water and appropriate amount of sodium bicarbonate solution to dissolve and be neutral. Add 1ml of lead acetate solution to generate light yellow precipitate.
- take about 0.2g of this product, add 2ml of water and appropriate amount of sodium hydroxide solution to dissolve and make it alkaline, and then add sodium nitrosoferricyanide solution Dropwise, which is purplish red.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 14).
Last Update：2022-01-01 11:30:09
meso-2,3-Dimercaptosuccinic acid - Exam
Authoritative Data Verified Data
acidity
take this product l.Og, add water 20ml to make suspension, according to the law (General 0631),pH value should be 2.5~30.
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 1.0% (General rule 0831).
ignition residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
Heavy metals
The residue left under the item of taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).
Last Update：2022-01-01 11:30:09
meso-2,3-Dimercaptosuccinic acid - Content determination
Authoritative Data Verified Data
take about 0.05g of this product, precision weighing, put it in a plug Erlenmeyer flask, add 30ml of anhydrous ethanol to dissolve, add 2ml of dilute nitric acid, Precision Add silver nitrate titration solution (0.lmol/U25ml, shake strongly, heat in water bath for 2~3 minutes, let cool, filter, wash the Erlenmeyer flask with water and react with the precipitate until the washing solution is free of silver ions, combine the filtrate and washing solution, add 2ml nitric acid and ammonium ferric sulfate indicator solution 2ml, with ammonium thiocyanate titration solution (0.1 mol/L) titration, and the results of the titration were corrected with a blank test. Each 1 ml of silver nitrate titration solution (0.1 mol /L) corresponds to 4.556mg of c4h6o4s2.
Last Update：2022-01-01 11:30:10
meso-2,3-Dimercaptosuccinic acid - Category
Authoritative Data Verified Data
antidote.
Last Update：2022-01-01 11:30:10
meso-2,3-Dimercaptosuccinic acid - Storage
Authoritative Data Verified Data
shade, seal, and store in a cool place.
Last Update：2022-01-01 11:30:10
meso-2,3-Dimercaptosuccinic acid - Dimercaptosuccinic acid capsules
Authoritative Data Verified Data
This product contains dimercaptosuccinic acid (C4H604S2) should be the label amount of 90.0% ~ 110.0%.
identification
take an appropriate amount of the content of this product (about 200mg equivalent to Dimercaptosuccinic acid), and show the same reaction according to the identification (1) and (2) tests under the item of dimercaptosuccinic acid.
examination
- loss on drying: take an appropriate amount of the contents of this product, dry to constant weight at 105°C, and lose no more than 1.0% of the weight (General rule 0831).
- others should comply with the relevant provisions under the capsule (General 0103).
Content determination
The contents under the item of loading amount difference were mixed uniformly, and an appropriate amount (corresponding to about 50mg of dimercaptosuccinic acid) was accurately weighed and measured according to the method under the item of dimercaptosuccinic acid. Each 1 ml of silver nitrate titration solution (0.1 mol/L) corresponds to 4.556mg of C4H504S2.
category
Same as dimercaptosuccinic acid.
specification
0.25g
storage
shade, seal, and store in a cool and dry place.
Last Update：2022-01-01 11:30:11
meso-2,3-Dimercaptosuccinic acid - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | 2, 3-dimercaptosuccinic acid (English abbreviation: DMSA), alias 2, 3-dimercaptosuccinic acid, is an organic sulfur compound, white crystalline powder at room temperature. Because the molecule contains two sulfhydryl groups, it has the unique odor of sulfhydryl compounds. Both dimercaptosuccinic acid and its sodium salt can be used as antidotes to treat heavy metal poisoning by oral or injection. There are two diastereomers of dimercaptosuccinic acid, one is a racemate and the other is a racemate. The racemate can be used as a chelating agent, and its sodium salt is commonly used. |
| biological activity | Succimer (Dimercaptosuccinic acid) is a chelating agent widely used to study lead poisoning. |
| use | this product is an intermediate of antidote sodium dimercaptosuccinate. Used as a heavy metal antidote and health medicine A selective masking agent for cadmium, used for EDTA titration of zinc |
| Production method | is obtained by elimination, addition and hydrolysis of dibromosuccinic acid. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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View History
meso-2,3-Dimercaptosuccinic acid
托品酸TROPIC ACID
碘代三甲基硅烷(含稳定剂铝)
4-BROMOPHENYL CHLOROFORMATE
DBE-5 dibasic ester
tridecyl 7-methyloctanoate
2-苯基-5-氨基吡啶
Bode 催化剂 2
4-异丙基苄胺
4-(3-(吡咯-1-基)丙氧基)苯胺
托品酸TROPIC ACID
碘代三甲基硅烷(含稳定剂铝)
4-BROMOPHENYL CHLOROFORMATE
DBE-5 dibasic ester
tridecyl 7-methyloctanoate
2-苯基-5-氨基吡啶
Bode 催化剂 2
4-异丙基苄胺
4-(3-(吡咯-1-基)丙氧基)苯胺