dl-PENICILLAMINE supplier

Name
DL-PENICILLAMINE
EINECS
CAS No. 52-66-4
Article Data21
CAS DataBase
Density 1.204g/cm³
Solubility Soluble in ethanol, hot water and sodium hydroxide.
Melting Point 204-208 °C(lit.)
Formula C5H11 N O2 S
Boiling Point 251.8°Cat760mmHg
Molecular Weight 149.214
Flash Point 106.1°C
Transport Information
Appearance
Safety Poison by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic fumes of SO_x and NO_x.
Risk Codes R22;
Molecular Structure
Hazard Symbols Xn
Synonyms DL-Valine,3-mercapto-; Valine, 3-mercapto-, DL- (8CI); (?à)-Penicillamine; 2-Amino-3-mercapto-3-methylbutyricacid; Cysteine, 3,3-dimethyl-; DL-3-Mercaptovaline; DL-Penicillamine; DL-b-Mercaptovaline; DMC; NSC 22880;NSC 44656; b,b-Dimethylcysteine; b-Mercaptovaline; b-Thiovaline
PSA 102.12000
LogP 0.80700

Synthetic route

: 59-53-0
NAP

: 52-66-4
DL-Penicillamin

Conditions

Conditions	Yield
With hydrogenchloride

: 507-09-5
thioacetic acid

: 6642-21-3
2-acetylamino-3-methyl-crotonic acid

: 52-66-4
DL-Penicillamin

Conditions

Conditions	Yield
Behandeln des Reaktionsprodukts mit Essigsaeure und wss.HCl;

: 71-47-6
formate

: 15784-30-2
2-amino-2-carboxy-1,1-dimethyl-ethylsulfanyl

A: 52-66-4
DL-Penicillamin

B: 14485-07-5
formate radical

Conditions

Conditions	Yield
In various solvent(s) at 23℃; Equilibrium constant; pH 6;

...Expand

: 15784-30-2
2-amino-2-carboxy-1,1-dimethyl-ethylsulfanyl

: 3483-12-3, 6892-68-8, 7634-42-6, 16096-97-2, 27565-41-9, 35454-97-8
D,L-dithiothreitol

A: 52-66-4
DL-Penicillamin

: C4H10O2S2(2-)

Conditions

Conditions	Yield
In water at 23℃; Thermodynamic data; pH=6.0; phosphate buffer; ΔGo;

...Expand

: 113-98-4
Penicillin G potassium

: 52-66-4
DL-Penicillamin

Conditions

Conditions	Yield
In acetonitrile at 37℃; for 72h; Mechanism; Rate constant; pH=2.5;

: C51H76N16O14S3

: C51H76N16O14S3

A: 52-66-4
DL-Penicillamin

B: 113-79-1, 5591-81-1, 66513-06-2, 66513-07-3, 76023-59-1, 89576-32-9
Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2

Conditions

Conditions	Yield
In water at 25℃; for 5h; Rate constant; Equilibrium constant; pH 7.0;

...Expand

: C48H77N13O14S3

: C48H77N13O14S3

A: 52-66-4
DL-Penicillamin

B: 50-56-6
oxytocin

Conditions

Conditions	Yield
In water at 25℃; for 5h; Rate constant; Equilibrium constant; pH 7.0;

...Expand

(+-)-2.5.5-trimethyl-Δ2-thiazoline-carboxylic acid-(4)-ethyl ester: (+-)-2.5.5-trimethyl-Δ2-thiazoline-carboxylic acid-(4)-ethyl ester

: 52-66-4
DL-Penicillamin

Conditions

Conditions	Yield
With hydrogen bromide
With hydrogenchloride

2-thioxo-5.5-dimethyl-thiazolidine-carboxylic acid-(4): 2-thioxo-5.5-dimethyl-thiazolidine-carboxylic acid-(4)

: 52-66-4
DL-Penicillamin

Conditions

Conditions	Yield
With hydrogenchloride; aluminium

S-benzyl-penicillamine: S-benzyl-penicillamine

: 52-66-4
DL-Penicillamin

Conditions

Conditions	Yield
With ammonia; sodium
With hydrogen bromide

: 15784-30-2
2-amino-2-carboxy-1,1-dimethyl-ethylsulfanyl

A: 52-66-4
DL-Penicillamin

B PO32-*: PO32-*

Conditions

Conditions	Yield
With phosphonate In water Rate constant; Equilibrium constant; Ambient temperature;

: 67809-83-0
S-nitroso-N-acetylpenicillamine

A: 52-66-4
DL-Penicillamin

B: 312-10-7
DL-penicillamine disulfide

Conditions

Conditions	Yield
With ethylenediaminetetraacetic acid; buffer reagents; ascorbic acid In water Kinetics; Further Variations:; Reagents; Decomposition;

: 74-93-1
methylthiol

: 67809-83-0
S-nitroso-N-acetylpenicillamine

A: 22223-61-6
thionitrous acid S-methyl ester

B: 52-66-4
DL-Penicillamin

Conditions

Conditions	Yield
With ethylenediaminetetraacetic acid In phosphate buffer at 25℃; pH=7.4; Kinetics; Further Variations:; Reaction partners; Reagents; pH-values; concentration; transnitrosation;

...Expand

: 101115-49-5
N-acetyl-S-benzyl-DL-penicillamine

: 52-66-4
DL-Penicillamin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium; liquid NH3 2: diluted aqueous HCl View Scheme

: 31950-56-8
4-bromopent-1-ene

: 1113-41-3
L-penicillamine

: 52-66-4
DL-Penicillamin

Conditions

Conditions	Yield
Stage #1: 4-bromopent-1-ene; L-penicillamine With cesium hydroxide In dimethyl sulfoxide; N,N-dimethyl-formamide for 12h; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide pH=~ 4 - 5;

: 52-66-4
DL-Penicillamin

: 100-44-7
benzyl chloride

: 159000-75-6
S-benzyl-D,L-penicillamine

Conditions

Conditions	Yield
With sodium hydroxide for 2.5h; pH 9.8;	100%
With sodium hydroxide

: 50-00-0
formaldehyd

: 52-66-4
DL-Penicillamin

: 15260-83-0
5,5-dimethyl-thiazolidine-4-carboxylic acid

Conditions

Conditions	Yield
In ethanol; water at 20℃; for 21h;	96.4%
In methanol at 20℃;	84%

: 52-66-4
DL-Penicillamin

: benzylarsonic acid

A: 312-10-7
DL-penicillamine disulfide

B: C17H27AsN2O4S2

Conditions

Conditions	Yield
In water for 168h;	A n/a B 94%

...Expand

: 52-66-4
DL-Penicillamin

: 2273-45-2
dimethyltin oxide

: 74058-30-3, 81021-47-8
chlorodimethyltin(IV) DL-penicillamine

Conditions

Conditions	Yield
In hydrogenchloride	90%

: 52-66-4
DL-Penicillamin

: 426-65-3
ethyl Pentafluoropropionate

: C8H10F5NO3S

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 25h;	90%

: 52-66-4
DL-Penicillamin

: 24424-99-5
di-tert-butyl dicarbonate

: 158944-97-9
2-(tert-butoxycarbonylamino)-3-mercapto-3-methylbutanoic acid

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide for 16h;	88%
With triethylamine In methanol; ethyl acetate
With potassium hydroxide In tetrahydrofuran
With sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 2h;	2.96 g
With sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 2h;	2.96 g

: 37095-27-5
(bis(diphenylphosphino)methane)bis(chlorogold(I))

: 52-66-4
DL-Penicillamin

: 6018-89-9
nickel(II) acetate tetrahydrate

: C35H40Au2N2NiO4P2S2

Conditions

Conditions	Yield
Stage #1: (bis(diphenylphosphino)methane)bis(chlorogold(I)); DL-Penicillamin With sodium hydroxide In methanol; water Stage #2: nickel(II) acetate tetrahydrate In methanol; water at 20℃; for 1h;	88%

...Expand

: 52-66-4
DL-Penicillamin

: 99350-06-8
[Au2(1,2-bis(dicyclohexylphosphino)ethane)Cl2]

: C36H68Au2N2O4P2S2*3H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 0.166667h; Darkness;	87%

: 52-66-4
DL-Penicillamin

: 894-08-6
triphenylplumbyl hydroxide

: (C6H5)3PbSC(CH3)2CH(NH2)COOH

Conditions

Conditions	Yield
In chloroform; water aminoacid in water was added to the soln. of Pb-compd. in CHCl3 and stirred for 15 min; the organic phase dried with Na2SO4, addn. of petroleum ether, evapn. in vac. at 5°C, the ppt. washed with diethyl ether, dried in vac.;elem. anal.;	85%

: 52-66-4
DL-Penicillamin

: 75-07-0
acetaldehyde

: 18455-58-8
2,5,5-trimethyl-1,3-thiazolidine-4-carboxylic acid

Conditions

Conditions	Yield
In methanol at 20℃;	83%

: 52-66-4
DL-Penicillamin

: 14127-49-2
Diphenylbleioxid

: (C6H5)2Pb(SC(CH3)2CH(NH2)COOH)2

Conditions

Conditions	Yield
In chloroform; water aminoacid in water was added to the soln. of Pb-compd. in CHCl3 and stirred for 15 min; the organic phase dried with Na2SO4, addn. of petroleum ether, evapn. in vac. at 5°C, the ppt. washed with diethyl ether, dried in vac.;elem. anal.;	82%

: 766-40-5
Mucochloric acid

: 52-66-4
DL-Penicillamin

: 86901-12-4
(3R,7aS)-6,7-Dichloro-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid

Conditions

Conditions	Yield
With sodium chloride In ethanol; acetic acid	80%

: 52-66-4
DL-Penicillamin

: tris(DL-penicillamine) trithioarsenite

Conditions

Conditions	Yield
With arsenic(III) trioxide In water for 168h;	80%

: 52-66-4
DL-Penicillamin

: 67-64-1
acetone

: 58131-62-7
2,2,5,5-tetramethyl thiazolidine-4-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride for 3.5h; Heating;	79.5%
for 24h; Reflux;
for 1h; Inert atmosphere; Reflux;	2.6 g

: 64-18-6
formic acid

: 52-66-4
DL-Penicillamin

: 158411-82-6
(+/-)-N-formylpenicillamine

Conditions

Conditions	Yield
With acetic anhydride for 3h; Ambient temperature;	78%
With water; acetic anhydride at 60℃;

: 158945-03-0
(+/-)-3-formamido-4,4-dimethylthietan-2-one

: 52-66-4
DL-Penicillamin

: 158945-04-1
(+/-)-N-(N-formylpenicillaminyl)penicillamine

Conditions

Conditions	Yield
With sodium hydroxide In chloroform for 1.5h;	77%

: 52-66-4
DL-Penicillamin

: 56-24-6
trimethyltin(IV) hydroxide

: (CH3)3SnSC(CH3)2CH(NH2)COOH

Conditions

Conditions	Yield
In ethanol; water aminoacid in water was added to the soln. of Me3SnOH in ethanol and stirred for 10 min; evapd. in vac. to dryness, filtered, washed with ethanol, water and diethyl ether, dried; elem. anal.;	75%

: 52-66-4
DL-Penicillamin

: 2273-51-0
diphenyltin(IV) oxide

: 123529-64-6
(C6H5)2Sn(SC(CH3)2CH(NH2)COOH)2

Conditions

Conditions	Yield
In chloroform; water aminoacid in water was added to the soln. of Sn-compd. in CHCl3 and stirred for 15 min; the organic phase dried with Na2SO4, addn. of petroleum ether, evapn. in vac. at 5°C, the ppt. washed with diethyl ether, dried in vac.;elem. anal.;	75%

chloroacetaminde: chloroacetaminde

: 52-66-4
DL-Penicillamin

: 874507-74-1
2,2-dimethyl-5-oxo-thiomorpholine-3-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium In ammonia; water; acetic acid	74%

: 52-66-4
DL-Penicillamin

: 76-87-9
triphenyltin(IV) hydroxide

: 90101-10-3
(C6H5)3SnSC(CH3)2CH(NH2)COOSn(C6H5)3

Conditions

Conditions	Yield
In chloroform; water aminoacid in water was added to the soln. of Sn-compd. in CHCl3 and stirred for 15 min; the organic phase dried with Na2SO4, addn. of petroleum ether, evapn. in vac. at 5°C, the ppt. washed with diethyl ether, dried in vac.;elem. anal.;	72%

: 108865-98-1
α-Acetylamino-β,β-dimethyl-β-propiothiolactone

: 52-66-4
DL-Penicillamin

: 158944-99-1
(+/-)-N-(N-acetylpenicillaminyl)penicillamine

Conditions

Conditions	Yield
With sodium hydroxide In chloroform for 1.5h;	70%

: 52-66-4
DL-Penicillamin

: 122-78-1
phenylacetaldehyde

: 89314-95-4
2-benzyl-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

Conditions

Conditions	Yield
In methanol at 20℃;	70%

: 82595-77-5
di-μ-chloro-bis[chloro(η5-pentamethylcyclopentadienyl)cobalt]

: 52-66-4
DL-Penicillamin

: {C5(CH3)5CoCHNH2CO2C(CH3)2S}*H2O

Conditions

Conditions	Yield
With AgOAc In methanol; water byproducts: AgCl; addn. of organic compound to a soln. of Co-complex in methanol-water, stirring for 24 h at room temperature in the presence of AgOAc; filtn., evapn., dissolving residue in CH2Cl2, layering the soln. with hexane, elem. anal.;	67%

: 52-66-4
DL-Penicillamin

: 883718-43-2
cis-[Pt(2-aminomethylpyridine)(OH2)2]2+

: C11H17N3O2PtS

Conditions

Conditions	Yield
In water	66%

: 52-66-4
DL-Penicillamin

: 2273-45-2
dimethyltin oxide

: 123529-63-5
(CH3)2Sn(SC(CH3)2CH(NH2)COOH)2

Conditions

Conditions	Yield
In chloroform; water aminoacid in water was added to the soln. of Sn-compd. in CHCl3 and stirred for 15 min; the organic phase dried with Na2SO4, addn. of petroleum ether, evapn. in vac. at 5°C, the ppt. washed with diethyl ether, dried in vac.;elem. anal.;	65%

: 500-22-1
3-pyridinecarboxaldehyde

: 52-66-4
DL-Penicillamin

: 7732-18-5
water

: 5,5-Dimethyl-2-(pyridin-3-yl)-thiazolidine-4(S)-carboxylic acid

Conditions

Conditions	Yield
In ethanol	64%

...Expand

: 52-66-4
DL-Penicillamin

: 2273-45-2
dimethyltin oxide

: 82149-48-2
(CH3)2SnSC(CH3)2CH(NH2)COO

Conditions

Conditions	Yield
In chloroform; water aminoacid in water was added to the soln. of Sn-compd. in CHCl3 and stirred for 15 min; the organic phase dried with Na2SO4, addn. of petroleum ether, evapn. in vac. at 5°C, the ppt. washed with diethyl ether, dried in vac.;elem. anal.;	62%

: 52-66-4
DL-Penicillamin

: 2273-51-0
diphenyltin(IV) oxide

: 82151-70-0
(C6H5)2SnSC(CH3)2CH(NH2)COO

Conditions

Conditions	Yield
In chloroform; water aminoacid in water was added to the soln. of Sn-compd. in CHCl3 and stirred for 15 min; the organic phase dried with Na2SO4, addn. of petroleum ether, evapn. in vac. at 5°C, the ppt. washed with diethyl ether, dried in vac.;elem. anal.;	61%

: 52-66-4
DL-Penicillamin

: 74-88-4
methyl iodide

: 796072-37-2
2-tert-butoxycarbonylamino-3-(4-bromophenylmethylsulfanyl)-3,3-dimethylpropanoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: DL-Penicillamin; 4-bromobenzenemethanol With trifluorormethanesulfonic acid; trifluoroacetic acid In water for 4h; Stage #2: di-tert-butyl dicarbonate With sodium hydroxide In 1,4-dioxane; water at 0℃; for 16h; Stage #3: methyl iodide With hydrogenchloride; potassium carbonate more than 3 stages;	58%

: 52-66-4
DL-Penicillamin

: 14127-49-2
Diphenylbleioxid

: (C6H5)2PbSC(CH3)2CH(NH2)COO

Conditions

Conditions	Yield
In chloroform; water aminoacid in water was added to the soln. of Pb-compd. in CHCl3 and stirred for 15 min; the organic phase dried with Na2SO4, addn. of petroleum ether, evapn. in vac. at 5°C, the ppt. washed with diethyl ether, dried in vac.;elem. anal.;	58%

dl-PENICILLAMINE Chemical Properties

IUPAC Name: 2-Amino-3-methyl-3-sulfanylbutanoic acid
The MF of Dl-penicillamine (CAS NO.52-66-4) is C₅H₁₁NO₂S.

The MW of Dl-penicillamine (CAS NO.52-66-4) is 149.21.
Synonyms of Dl-penicillamine (CAS NO.52-66-4): (2S)-2-Amino-3-methyl-3-sulfanylbutansaure ; 3-Sulfanyl-D-valine ; b,b-Dimethylcysteine ; b-Thiovaline ; Distamine
Product Categories: Amino Acids;Antibiotics;Analytical Chemistry;Biochemistry;Ligands for Pharmaceutical Research;non-Proteinorganic Amino Acids;Radiopharmaceutical Chemistry
Index of Refraction: 1.527
Appearance: white powder
EINECS: 200-147-2
Density: 1.204 g/ml
Flash Point: 106.1 °C
Boiling Point: 251.8 °C
Melting Point: 4-8 °C
storage temp: 2-8 °C
Merck: 14,7088
BRN: 2039817

dl-PENICILLAMINE Uses

Dl-penicillamine (CAS NO.52-66-4) is used in chemical reagents, organic intermediates, fine chemicals, pharmaceutical research and development.

dl-PENICILLAMINE Toxicity Data With Reference

1.	pic-esc 100 mg/L	APMBAY Applied Microbiology. 12 (1964),234.
2.	orl-rat LD50:365 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 22 (1972),1434.
3.	ipr-mus LD50:358 mg/kg	TOLED5 Toxicology Letters. 26 (1985),95.

dl-PENICILLAMINE Safety Profile

Poison by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic fumes of SO_x and NO_x.Safety information of Dl-penicillamine (CAS NO.52-66-4):
Hazard Codes   Harmful Xn
Risk Statements
R36/37/38:Irritating to eyes, respiratory system and skin.
R40:Limited evidence of a carcinogenic effect.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S22:Do not breathe dust.
WGK Germany 3
RTECS YV9445000

Product Name

DL-PENICILLAMINE

Synthetic route

dl-PENICILLAMINE Chemical Properties

dl-PENICILLAMINE Uses

dl-PENICILLAMINE Toxicity Data With Reference

dl-PENICILLAMINE Safety Profile

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