Succimer supplier | CasNO.304-55-2

Name
Succimer
EINECS 206-155-2
CAS No. 304-55-2
Article Data3
CAS DataBase
Density 1.617 g/cm³
Solubility Soluble in water, and ethanol (25 mg/ml, results in colorless to light yellow, clear).
Melting Point 196-198 °C (dec.)(lit.)
Formula C₄H₆O₄S₂
Boiling Point 267.6 °C at 760 mmHg
Molecular Weight 182.221
Flash Point 115.6 °C
Transport Information
Appearance white or off-white powder
Safety 24/25-26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Butanedioicacid, 2,3-dimercapto-, (R*,S*)-;Succinic acid, 2,3-dimercapto-, meso- (8CI);Chemet;DIM-SA;DMSA;Ro 1-7977;meso-2,3-Dimercaptosuccinicacid;meso-Dimercaptosuccinic acid;
PSA 152.20000
LogP -0.24760

Synthetic route

: 53318-26-6
meso-2,3-bis(acetylthio)succinic acid

: 304-55-2
succimer

Conditions

Conditions	Yield
With sodium hydroxide
With water; hydrazine hydrate at 0℃;

: 304-55-2
succimer

: 1066-45-1
trimethyltin(IV)chloride

: [(meso-2,3-dimercaptosuccinate)tetrakis(trimethyltin(IV))]

Conditions

Conditions	Yield
With sodium ethoxide In methanol; toluene N2, acid:ethoxide:Sn=1:4:1 molar ratio, acid and base stirred for 0.5 h,Sn compd. added, stirred at 40°C for 12 h; filtered, solvent removed (vac.), recrystd. (ethanol); elem. anal.;	88%

: 304-55-2
succimer

: 2273-45-2
dimethyltin oxide

: [(meso-2,3-dimercaptosuccinate)bis(dimethyltin(IV))]

Conditions

Conditions	Yield
In methanol; toluene N2, stoich., refluxed in a Dean-Stark trap for 10 h; cooled to room temp., filtered, solvent removed (vac.); elem. anal.;	88%

: 60-29-7
diethyl ether

: 304-55-2
succimer

: 2273-51-0
diphenyltin(IV) oxide

: [(meso-2,3-dimercaptosuccinate)bis(diphenylaquatin(IV))]-diethyl ether-water (1/1/1)

Conditions

Conditions	Yield
In methanol; toluene N2, stoich., refluxed in a Dean-Stark trap for 10 h; cooled to room temp., filtered, solvent removed (vac.), recrystd. (diethyl ether); elem. anal.;	86%

...Expand

: 67-56-1
methanol

: 304-55-2
succimer

: 1461-22-9
tributyltin chloride

: [di(meso-2,3-dimercaptosuccinate)tris(di-n-butyltin(IV))di(n-butyl)(methanol)tin(IV)]

Conditions

Conditions	Yield
With KOH In methanol; water High Pressure; N2, stoich., heated at 150°C for 3 d; cooled to room temp., crysts. filtered, washed (hexane); elem. anal., TGA;	85%
With KOH In methanol; water High Pressure; mixt. of meso-2,3-dimercaptosuccinic acid (0.5 mmol), KOH (2 mmol), tri-n-butyltin chloride (2 mmol), CH3OH (10 ml) and H2O (5 ml) heated in Teflon-lined autoclave at 150°C for 3 d; cooled to room temp. for 24 h; crystals collected; washed with hexane; elem. anal.;	85%

...Expand

: 304-55-2
succimer

: 1461-22-9
tributyltin chloride

: [(meso-2,3-dimercaptosuccinate)tetrakis(tri-n-butyltin(IV))]

Conditions

Conditions	Yield
With sodium ethoxide In methanol; toluene N2, acid:ethoxide:Sn=1:4:1 molar ratio, acid and base stirred for 0.5 h,Sn compd. added, stirred at 40°C for 12 h; filtered, solvent removed (vac.); elem. anal.;	85%

: 304-55-2
succimer

: 3151-41-5
tribenzyltin(IV) chloride

: [(meso-2,3-dimercaptosuccinate)tetrakis(tribenzyltin(IV))]

Conditions

Conditions	Yield
With sodium ethoxide In methanol; toluene N2, acid:ethoxide:Sn=1:4:1 molar ratio, acid and base stirred for 0.5 h,Sn compd. added, stirred at 40°C for 12 h; filtered, solvent removed (vac.); elem. anal.;	85%

: 304-55-2
succimer

: dibenzyltin oxide

: 943909-25-9
[(meso-2,3-dimercaptosuccinate)bis(dibenzyltin(IV))]

Conditions

Conditions	Yield
In methanol; toluene N2, stoich., refluxed in a Dean-Stark trap for 10 h; cooled to room temp., filtered, solvent removed (vac.); elem. anal.;	83%

: 304-55-2
succimer

: ammonium pertechnetate

: 144-55-8
sodium hydrogencarbonate

: Na5[99TcO(meso-dimercaptosuccinic acid)2]

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate In water at 20℃; for 0.5h;	83%

...Expand

: 304-55-2
succimer

: 639-58-7
triphenyltin chloride

: [(meso-2,3-dimercaptosuccinate)tetrakis(triphenyltin)]

Conditions

Conditions	Yield
With sodium ethoxide In methanol; toluene N2, acid:ethoxide:Sn=1:4:1 molar ratio, acid and base stirred for 0.5 h,Sn compd. added, stirred at 40°C for 12 h; filtered, solvent removed (vac.), recrystd. (CH2Cl2); elem. anal.;	82%

: 304-55-2
succimer

: 818-08-6
di(n-butyl)tin oxide

: [(meso-2,3-dimercaptosuccinate)bis(di-n-butyltin(IV))]

Conditions

Conditions	Yield
In methanol; toluene N2, stoich., refluxed in a Dean-Stark trap for 10 h; cooled to room temp., filtered, solvent removed (vac.); elem. anal.;	80%

: 304-55-2
succimer

: 67-64-1
acetone

: 2,2-dimethyl-[1,3]dithiolane-4,5-dicarboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; for 9h;	78%
With hydrogenchloride In water at 0 - 20℃;	60%

: 67-56-1
methanol

: 304-55-2
succimer

: 27887-85-0
meso-dimercaptosuccinic acid dimethylester

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; for 8h; Cooling with ice;	77.6%
With sulfuric acid Heating;

: ammonium perrhenate

: 304-55-2
succimer

: ammonium syn-endo-oxobis(SCH(COOH)CH(COOH)S)rhenate(V)

Conditions

Conditions	Yield
With acetylhydrazine; HCl In acetonitrile Re compd. and acetylhydrazine (molar ratio 1:1) stirred in MeCN at room temp. for 10 min; concd. HCl added; stirred for 25 min; dimercaptosuccinic acid (2 equiv.) added; stirred for 3 h; filtered; solid washed with MeCN; dried under vac.; elem. anal.;	75%

: 304-55-2
succimer

: 98-72-6
nitarsone

: 2-(4-nitrophenyl)-1,3,2-dithiaarsolane-4,5-dicarboxylic acid

Conditions

Conditions	Yield
Stage #1: nitarsone With ammonium 2-sulfanylacetate In ethanol; water; acetone at 55℃; for 1h; Stage #2: succimer In acetone for 0.5h;	71%

: ammonium perrhenate

: 304-55-2
succimer

: 144-55-8
sodium hydrogencarbonate

: Na5[ReO(meso-dimercaptosuccinic acid)2]

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate In water at 20℃; for 0.5h;	70%

...Expand

: {(C6H5)2AsCH2CH2P(C6H5)2PdCl2}*2CHCl3

: 304-55-2
succimer

: {(C6H5)2AsCH2CH2P(C6H5)2Pd(SCH(COOH)CH(COOH)S)}*0.5C2H5OH

Conditions

Conditions	Yield
With NaOH In ethanol; water add. of aq. soln. of 0.38 mmol NaOH to soln. of 0.20 mmol acid in ethanol/water (5:1); after 10 min addn. of mixture to suspension of 0.17 mmol palladium complex in ethanol; after 2 h concg. soln.;; pptn.; elem. anal.;;	69%

: {(C6H5)2PCH2CH2P(C6H5)2PtCl2}*2CHCl3

: 304-55-2
succimer

: {(C6H5)2PCH2CH2P(C6H5)2Pt(SCH(COOH)CH(COOH)S)}

Conditions

Conditions	Yield
With NaOH In ethanol; water add. of aq. soln. of 0.32 mmol NaOH to soln. of 0.35 mmol acid in ethanol/water (3:1); after 10 min addn. of mixture to suspension of 0.29 mmol platinum phosphine chloride in ethanol; after 1.5 h filtration; concg. filtrate;; pptn.; elem. anal.;;	68%

: 98-50-0
p-aminophenylarsonic acid

: 304-55-2
succimer

: 2-(4-aminophenyl)-1,3,2-dithiaarsolane-4,5-dicarboxylic acid

Conditions

Conditions	Yield
Stage #1: p-aminophenylarsonic acid With ammonium 2-sulfanylacetate In ethanol at 55℃; for 1h; Stage #2: succimer In ethanol for 0.5h;	68%

: {(C6H5)2PCH2CH2P(C6H5)2PdCl2}*2CHCl3

: 304-55-2
succimer

: {(C6H5)2PCH2CH2P(C6H5)2Pd(SCH(COOH)CH(COOH)S)}*C2H5OH

Conditions

Conditions	Yield
With NaOH In ethanol; water add. of aq. soln. of 0.5 mmol NaOH to soln. of 0.478 mmol acid in ethanol/water (5:1); after 10 min addn. of mixture to suspension of 0.29 mmol palladium phosphine chloride in ethanol; after 2 h concg. soln.;; pptn.; elem. anal.;;	64%

: {(C6H5)2AsCH2CH2P(C6H5)2PtCl2}*2CHCl3

: 304-55-2
succimer

: {(C6H5)2AsCH2CH2P(C6H5)2Pt(SCH(COOH)CH(COOH)S)}*C2H5OH

Conditions

Conditions	Yield
With NaOH In ethanol; water add. of aq. soln. of 0.16 mmol NaOH to soln. of 0.16 mmol acid in ethanol/water (3:1); after 10 min addn. of mixture to suspension of 0.15 mmol platinum complex in ethanol; after 2 h filtration; concg. filtrate;; pptn.; elem. anal.;;	62.5%

: 14647-21-3
cis-[NiBr2(1,2-bis(diphenylphosphino)ethane)]

: 304-55-2
succimer

: {(C6H5)2PCH2CH2P(C6H5)2Ni(SCH(COOH)CH(COOH)S)}*2H2O

Conditions

Conditions	Yield
In ethanol addn. of Ni complex to acid in ethanol; stirring for 2 h; filtration;; dissolving residue in aq. NaOH (pH = 10); addn. of dilute H2SO4; pptn.; elem. anal.;;	54.2%

: 304-55-2
succimer

: 6269-93-8
4-ethoxyphenylarsonic acid

: 2-(4-ethoxyphenyl)-1,3,2-dithiaarsolane-4,5-dicarboxylic acid

Conditions

Conditions	Yield
Stage #1: 4-ethoxyphenylarsonic acid With ammonium 2-sulfanylacetate In ethanol at 55℃; for 1h; Stage #2: succimer In ethanol for 0.5h;	32.8%

: 136733-06-7
(E)-1-(4-(phenyldiazenyl)phenyl)-1H-pyrrole-2,5-dione

: 304-55-2
succimer

: 2,3-bis[(2,5-dioxo-1-{4-[(E)-2-phenyldiazen-1-yl]phenyl}pyrrolidin-3-yl)sulfanyl] butanedioic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 4h;	24.8%

: 50-00-0
formaldehyd

: 304-55-2
succimer

: 28152-58-1
(4S,5R)-[1,3]Dithiolane-4,5-dicarboxylic acid

Conditions

Conditions	Yield
With hydrogen cation

: 67-56-1
methanol

: 304-55-2
succimer

: 106-96-7
propargyl bromide

: (2R,3S)-2,3-Bis-prop-2-ynylsulfanyl-succinic acid dimethyl ester

Conditions

Conditions	Yield
With potassium hydroxide Alkylation; Heating;

...Expand

: 123-51-3
i-Amyl alcohol

: 304-55-2
succimer

: monoisoamyl meso 2,3-dimercaptosuccinic acid

: 304-55-2
succimer

: cadmium(II) nitrate

: 2Cd(2+)*(SCHCOO)2(4-)*2H2O = (SCHCO2)2Cd2*2H2O

Conditions

Conditions	Yield
With sodium hydroxide In not given soln. with ratio Cd(NO3)2:org. compd.:NaOH 3:1:4; filtration, washing (aq. EtOH), drying (room temp.); elem. anal.;

Succimer Consensus Reports

Reported in EPA TSCA Inventory.

Succimer Specification

The meso-2,3-Dimercaptosuccinic acid, with its CAS registry number 304-55-2, has the IUPAC name of 2,3-bis(sulfanyl)butanedioic acid. For being a kind of white crystalline powder, it is easily soluble in aqueous alkali, slightly soluble in carbinol while insoluble in water. Besides, it is stable chemically while incompatible with strong oxidizing agents. What's more, its product categories are including Organic acids; Analytical Chemistry; Ligands for Pharmaceutical Research; Radiopharmaceutical Chemistry (Chelating Reagents).

The physical properties of this chemical are as below: (1)ACD/LogP: 1.05; (2)# of Rule of 5 Violations: 0 ; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 152.2; (11)Index of Refraction: 1.617; (12)Molar Refractivity: 39.42 cm³; (13)Molar Volume: 112.663 cm³; (14)Polarizability: 15.627×10^-24 cm³; (15)Surface Tension: 76.657 dyne/cm; (16)Density: 1.617 g/cm³; (17)Flash Point: 115.622 °C; (18)Enthalpy of Vaporization: 55.654 kJ/mol; (19)Boiling Point: 267.57 °C at 760 mmHg; (20)Vapour Pressure: 0.002 mmHg at 25°C; (21)Exact Mass: 181.97075; (22)MonoIsotopic Mass: 181.97075; (23)Topological Polar Surface Area: 76.6; (24)Heavy Atom Count: 10; (25)Complexity: 139.

When you are dealing with this kind of chemical, you should be cautious. This is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable protective clothing and then avoid contacting with skin and eyes. And if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Additionally, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C(C(C(=O)O)S)(C(=O)O)S
(2)InChI: InChI=1S/C4H6O4S2/c5-3(6)1(9)2(10)4(7)8/h1-2,9-10H,(H,5,6)(H,7,8)
(3)InChIKey: ACTRVOBWPAIOHC-UHFFFAOYSA-N

Below are the toxicity information of this chemical:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	500mg/kg (500mg/kg)		National Technical Information Service. Vol. AD691-490,
mouse	LD50	oral	> 5011mg/kg (5011mg/kg)		CRC Critical Reviews in Toxicology. Vol. 20, Pg. 83, 1989.
mouse	LD50	subcutaneous	1725mg/kg (1725mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 131, Pg. 283, 1961.
rabbit	LDLo	intravenous	2700mg/kg (2700mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 131, Pg. 283, 1961.

Product Name

Succimer

Synthetic route

Succimer Consensus Reports

Succimer Specification

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