Name | L-Beta,Beta-Dimethylcysteine |
Synonyms | 3-THIOL-VALINE L-Penicillamine L-PENICILLAMINE L-(+)-PENICILLAMINE TIMTEC-BB SBB000102 3-MERCAPTO-L-VALINE L-BETA-MERCAPTOVALINE 3,3-DIMETHYL-L-CYSTEINE L-Beta,Beta-Dimethylcysteine |
CAS | 1113-41-3 |
EINECS | 214-203-9 |
InChIKey | VVNCNSJFMMFHPL-GSVOUGTGSA-N |
Molecular Formula | C5H11NO2S |
Molar Mass | 149.21 |
Density | 1.113 (estimate) |
Melting Point | 206 °C (dec.)(lit.) |
Boling Point | 251.8±35.0 °C(Predicted) |
Solubility | Aqueous Base (Sparingly), DMSO (Slightly, Heated), Water (Slightly) |
Appearance | Morphological Crystalline Powder |
Color | White to almost white |
Merck | 14,7088 |
BRN | 1722374 |
pKa | 2.13±0.12(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Stability | Hygroscopic |
Refractive Index | 63 ° (C=1, 1mol/L Na |
MDL | MFCD00064303 |
Use | Uses L-Penicillamine is a metabolite of penicillin. L-Penicillamine is used in the treatment of Wilson holmium disease, Cystinuria, Scleroderma and arsenic poisoning. |
Risk Codes | 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 Description | 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. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 2 |
RTECS | YV9445500 |
HS Code | 29309090 |
Toxicity | LD50 i.p. in rats: 350 mg/kg (Jaffe) |
Downstream Products | H-BETA,BETA-DIMETHYL-L-CYS(PMEOBZL)-OH |
Introduction
L-penicillamine is an intermediate of a specific drug. It is used to synthesize HIV-1 protease inhibitors. It has strong antiviral ability and has obvious preventive and therapeutic effects on AIDS. It can be seen from the structure that L-penicillamine belongs to amino acid compounds and contains an activated carbon atom.
application
L-penicillamine (CAS:1113-41-3) is a key intermediate of many drugs and has a broad market prospect, such as the synthesis of anti-AIDS protease inhibitors (JE-1520,JE-2147). At present, both drugs are in the clinical trial stage and have good antiviral efficacy. At the same time, it is also an important intermediate for the treatment of cardiovascular drug SD3321 and anticancer drug AG3340.
Preparation
D-penicillamine is used as raw material, acetyl chloride is used as acylating agent, and racemates acetyl-D and L-penicillamine are obtained by acylation, with a yield of 74.6%. Acetyl-D and L-penicillamine were hydrolyzed in hydrochloric acid to obtain racemate D and L-penicillamine with a yield of 76.2%.
Pharmaceutical intermediates
l-penicillamine is a key intermediate of many drugs and has a broad market prospect, such as the synthesis of anti-AIDS protease inhibitors (je-1520,je-2147). At present, these two drugs are in the clinical trial stage and have good antiviral efficacy. At the same time, it is also an important intermediate for the treatment of cardiovascular drug sd3321 and anticancer drug ag3340.