(2S)-2-ammonio-3-mercapto-3-methylbutanoate

Base Information Edit

Chemical Name:(2S)-2-ammonio-3-mercapto-3-methylbutanoate
CAS No.:52-67-5
Molecular Formula:C5H11NO2S
Molecular Weight:149.214
Hs Code.:29309016
Mol file:52-67-5.mol

Synonyms:(2S)-2-ammonio-3-mercapto-3-methylbutanoate;(2S)-2-azaniumyl-3-methyl-3-sulfanyl-butanoate;A829198

Suppliers and Price of (2S)-2-ammonio-3-mercapto-3-methylbutanoate

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
D-Penicillamine
50g
$ 215.00

TCI Chemical
D-Penicillamine >98.0%(T)
5g
$ 49.00

TCI Chemical
D-Penicillamine >98.0%(T)
25g
$ 146.00

SynQuest Laboratories
D-(-)-Penicillamine
25 g
$ 133.00

SynQuest Laboratories
D-(-)-Penicillamine
5 g
$ 32.00

Sigma-Aldrich
Penicillamine United States Pharmacopeia (USP) Reference Standard
200mg
$ 366.00

Sigma-Aldrich
D-Penicillamine 98-101%
25g
$ 418.00

Sigma-Aldrich
D-Penicillamine 98-101%
1g
$ 41.80

Sigma-Aldrich
D-Penicillamine 98-101%
5g
$ 123.00

Sigma-Aldrich
Penicillamine European Pharmacopoeia (EP) Reference Standard
$ 190.00

Total 165 raw suppliers

Chemical Property of (2S)-2-ammonio-3-mercapto-3-methylbutanoate Edit

Chemical Property:

Appearance/Colour:white powder
Vapor Pressure:0.022mmHg at 25°C
Melting Point:210 °C (dec.)(lit.)
Refractive Index:-63 ° (C=1, 1mol/L NaOH)
Boiling Point:251.772 °C at 760 mmHg
PKA:pKa 7.83±0.01(H2O,t =37±0.05,I=0.15)(Approximate)
Flash Point:106.068 °C
PSA：102.12000
Density:1.205 g/cm³
LogP:0.80700
Storage Temp.:2-8°C
Solubility.:H2O: soluble100mg/mL
Water Solubility.:11.1 g/100 mL (20 ºC)
XLogP3:-1.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:149.05104977
Heavy Atom Count:9
Complexity:119

Purity/Quality:

98%, ^*data from raw suppliers

D-Penicillamine ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xi,T,Xn
Hazard Codes:Xi,T,Xn
Statements: 36/37/38-40-20/21/22
Safety Statements: 26-36-24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC(C)(C(C(=O)[O-])[NH3+])S
Isomeric SMILES:CC(C)([C@H](C(=O)[O-])[NH3+])S
Description D-penicillamine (DPA) is a heavy metal chelator and is the drug of choice for management of Wilson’s disease, a copper-overload disease state. It may also be effective in arsenic, mercury, and lead chelation. Although the toxicity of DPA is relatively low, there are more effective and less toxic chelators, for most heavy metals, with the exception of copper. Penicillamine is an orally bioavailable copper chelator and penicillin degradation product. It increases urinary and fecal copper excretion and decreases liver copper concentration in a rat model of copper overload when administered at 0.67 mmol/kg per day, but does not affect kidney, spleen, or brain copper levels. Penicillamine (100 mg/kg per day) dissolves copper-rich granules in hepatic lysosomes of Long-Evans cinnamon (LEC) rats, which spontaneously develop hepatic injury and acute hepatitis and have a mutation homologous to that of the human Wilson disease gene. Penicillamine has anticonvulsant and proconvulsant effects in mice when administered at 0.5 and 250 mg/kg, respectively, which are blocked by the nitric oxide synthase (NOS) inhibitors L-NAME and 7-nitroindazole . Formulations containing penicillamine have been used to treat Wilson disease, cystinuria, and active rheumatoid arthritis.
uses D-Penicillamine is used as an antirheumatic to reduce the number of T cells, to inhibit microphages by reducing the activity of Interleukin and rheumatoid factor, and to prevent crosslinking of the collagen. It is used as a chelating agent in Wilson's disease.It is used mainly as chelating agent in heavy metal poisoning as in lead, mercury and copper poisoning. It is also used for therapy in progressive systemic sclerosis.
Uses As a Penicillin metabolite, D-(-)-Penicillamin can be used in the treatment of Wilson’s disease, Cystinuria, Scleroderma and arsenic poisoning. chelating agent (Cu), antirheumatic D-(-)-Penicillamin is used as an antirheumatic and as a chelating agent in Wilson′s disease. It is used as a copper chelator to form mixed disulfides with cysteine or other sulfide media components. It is used to inactivate protein-1 DNA binding and to inhibit the growth of asynchronous cultures of rabbit articular chondrocytes.
Clinical Use Rheumatoid arthritis, Wilson’s disease, cystinuria, lead poisoning, chronic active hepatitis
Drug interactions Potentially hazardous interactions with other drugs Antipsychotics: avoid with clozapine (increased risk of agranulocytosis). Sodium aurothiomalate: increased risk of haematological toxicity

Technology Process of (2S)-2-ammonio-3-mercapto-3-methylbutanoate

There total 75 articles about (2S)-2-ammonio-3-mercapto-3-methylbutanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%