Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C4H5O4S2.Na |
| Molecular Weight | 204.2 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].OC(=O)[C@@H](S)[C@@H](S)C([O-])=O
InChI
InChIKey=BCWRXLLYMXFJDY-NUGIMEKKSA-M
InChI=1S/C4H6O4S2.Na/c5-3(6)1(9)2(10)4(7)8;/h1-2,9-10H,(H,5,6)(H,7,8);/q;+1/p-1/t1-,2+;
| Molecular Formula | Na |
| Molecular Weight | 22.9898 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C4H5O4S2 |
| Molecular Weight | 181.21 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Succimer is an analogue of dimercaprol, and has replaced dimercaprol as one of the main antidotes used in the management of poisoning by lead and other heavy metals. The advantages of succimer are that it is effective by oral administration because it is soluble in water, it is well-tolerated, has relatively low toxicity and can be given at the same time as iron supplements to treat iron deficiency anaemia. It does not cause significant increase in urinary excretion of essential minerals unlike the other widelyused lead chelating agent, sodium calcium EDTA.
Originator
Approval Year
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
25.3 μM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7716789/ |
300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered: |
SUCCIMER plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
55 μM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7588486/ |
10 mg/kg bw single, oral dose: 10 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered: |
STIBOCAPTATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
318 μM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7716789/ |
300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered: |
SUCCIMER plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
2 day |
single, oral |
SUCCIMER blood | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
9.9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7716789/ |
300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered: |
SUCCIMER plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
3.3 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7588486/ |
10 mg/kg bw single, oral dose: 10 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered: |
STIBOCAPTATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Anti microbial activity of dimercaptosuccinic acid (DMSA): a new chelating agent. | 2001 Dec |
|
| [Ambulatory treatment for lead poisoning]. | 2002 Aug |
|
| Lipoic acid in combination with a chelator ameliorates lead-induced peroxidative damages in rat kidney. | 2002 Aug |
|
| Mercury toxicity and antioxidants: Part 1: role of glutathione and alpha-lipoic acid in the treatment of mercury toxicity. | 2002 Dec |
|
| Effect of meso-2,3-dimercaptosuccinic acid on urinary lead excretion in exposed men. | 2002 Nov |
|
| The renal Na(+)-dependent dicarboxylate transporter, NaDC-3, translocates dimethyl- and disulfhydryl-compounds and contributes to renal heavy metal detoxification. | 2002 Nov |
|
| Haematological, hepatic and renal alterations after repeated oral or intraperitoneal administration of monoisoamyl DMSA. I. Changes in male rats. | 2002 Nov-Dec |
|
| Do children with falling blood lead levels have improved cognition? | 2002 Oct |
|
| Reversal of lead-induced oxidative stress by chelating agent, antioxidant, or their combination in the rat. | 2002 Sep |
|
| [Managing childhood lead poisoning]. | 2003 |
|
| Arsenic uptake by native fern species in Thailand: effect of chelating agents on hyperaccumulation of arsenic by Pityrogramma calomelanos. | 2003 |
|
| Vitamin C, glutathione, or lipoic acid did not decrease brain or kidney mercury in rats exposed to mercury vapor. | 2003 |
|
| [Metal poisoning]. | 2003 |
|
| A patient with postoperative mercury contamination of the peritoneum. | 2003 |
|
| Dimercaptosuccinic acid and Prussian Blue in the treatment of acute thallium poisoning in rats. | 2003 |
|
| Acute arsenic poisoning treated by intravenous dimercaptosuccinic acid (DMSA) and combined extrarenal epuration techniques. | 2003 |
|
| Combined efficacies of lipoic acid and meso-2,3-dimercaptosuccinic acid on lead-induced erythrocyte membrane lipid peroxidation and antioxidant status in rats. | 2003 Apr |
|
| Acute pyelonephritis and sequelae of renal scar in pediatric first febrile urinary tract infection. | 2003 Apr |
|
| Comparison of relative renal function by renal scintigraphy and lateralized creatinine clearance in children with bilateral vesicoureteral reflux. | 2003 Apr |
|
| One-pot preparation of subnanometer-sized gold clusters via reduction and stabilization by meso-2,3-dimercaptosuccinic acid. | 2003 Apr 9 |
|
| Succimer (meso-2,3-dimercaptosuccinic acid (DMSA)) treatment of Andean children with environmental lead exposure. | 2003 Apr-Jun |
|
| Reverse of the differential uptake intensity of Tc-99m MIBI and Tc-99m V-DMSA by multiple myeloma lesions in response to therapy. | 2003 Aug |
|
| Studies of urinary cystine precipitation in vitro: ontogeny of cystine nephrolithiasis and identification of meso-2,3-dimercaptosuccinic acid as a potential therapy for cystinuria. | 2003 Dec |
|
| Interaction between metals and chelating agents affects glutamate binding on brain synaptic membranes. | 2003 Dec |
|
| Reversal of cadmium induced oxidative stress by chelating agent, antioxidant or their combination in rat. | 2003 Dec 10 |
|
| Functional evaluation by quantitative dimercaptosuccinic Acid scintigraphy after kidney trauma in children. | 2003 Feb |
|
| The efficacy of monoisoamyl ester of dimercaptosuccinic acid in chronic experimental arsenic poisoning in mice. | 2003 Jan |
|
| Chronic arsenic toxicity: clinical features, epidemiology, and treatment: experience in West Bengal. | 2003 Jan |
|
| Severe lead poisoning in pregnancy. | 2003 Jan-Feb |
|
| Subcutaneous injection of metallic mercury. | 2003 Jun |
|
| Effects of calcium disodium EDTA and meso-2,3-dimercaptosuccinic acid on tissue concentrations of lead for use in treatment of calves with experimentally induced lead toxicosis. | 2003 Jun |
|
| Metal chelators change the human sperm motility pattern. | 2003 Jun |
|
| Beneficial effect of combined administration of some naturally occurring antioxidants (vitamins) and thiol chelators in the treatment of chronic lead intoxication. | 2003 Jun 15 |
|
| Oral treatment of avian lead intoxication with meso-2,3-dimercaptosuccinic acid. | 2003 Mar |
|
| The role of oxidative stress in the in vitro induction of micronuclei by pesticides in mouse lung fibroblasts. | 2003 Mar |
|
| 2,3-Dimercaptopropane-1-sulfonic acid and meso-2,3-dimercaptosuccinic acid increase mercury- and cadmium-induced inhibition of delta-aminolevulinate dehydratase. | 2003 Mar 3 |
|
| Haematological, hepatic and renal alterations after repeated oral and intraperitoneal administration of monoisoamyl DMSA. II. Changes in female rats. | 2003 Mar-Apr |
|
| Interaction of dimercaptosuccinic acid (DMSA) with angiotensin II on calcium mobilization in vascular smooth muscle cells. | 2003 May 15 |
|
| Successful ways to increase retention in a longitudinal study of lead-exposed children. | 2003 Nov |
|
| Ascorbic acid supplementation does not improve efficacy of meso-dimercaptosuccinic acid treatment in lead-exposed suckling rats. | 2003 Oct |
|
| Gunshot-induced plumbism in an adult male. | 2003 Oct |
|
| Lead toxicosis in cats-a review. | 2003 Oct |
|
| Analysis of meso-2,3-dimercaptosuccinic acid in human urine by capillary electrophoresis using direct injection. | 2003 Oct |
|
| Effect of succimer on growth of preschool children with moderate blood lead levels. | 2004 Feb |
|
| Resistive index in febrile urinary tract infections: predictive value of renal outcome. | 2004 Feb |
|
| Ultrasonography in the evaluation of renal scarring using DMSA scan as the gold standard. | 2004 Feb |
|
| Therapeutic potential of monoisoamyl and monomethyl esters of meso 2,3-dimercaptosuccinic acid in gallium arsenide intoxicated rats. | 2004 Feb 15 |
|
| Combined efficacies of lipoic acid and 2,3-dimercaptosuccinic acid against lead-induced lipid peroxidation in rat liver. | 2004 Jan |
|
| 2,3-Dimercaptopropanol, 2,3-dimercaptopropane-1-sulfonic acid, and meso-2,3-dimercaptosuccinic acid inhibit delta-aminolevulinate dehydratase from human erythrocytes in vitro. | 2004 Mar |
|
| Reductions in blood lead overestimate reductions in brain lead following repeated succimer regimens in a rodent model of childhood lead exposure. | 2004 Mar |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:49:41 GMT 2023
by
admin
on
Sat Dec 16 09:49:41 GMT 2023
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| Record UNII |
NVK8VER9YH
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| Record Status |
Validated (UNII)
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| Record Version |
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NVK8VER9YH
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155884447
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3064-52-6
Created by
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PARENT -> SALT/SOLVATE |
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