ChemicalBook > CAS DataBase List > S-Carboxymethyl-L-Cysteine

S-Carboxymethyl-L-Cysteine

Product Name
S-Carboxymethyl-L-Cysteine
CAS No.
638-23-3
Chemical Name
S-Carboxymethyl-L-Cysteine
Synonyms
S-BINAP;carbocisteine;CARBOCYSTEINE;carbocistene;S-Carboxymethyl-L-cysteine;SCMC;CARBOXYMETHYL-L-CYSTEINE;s-carboxylmethyl-l-cysteine;S-CMS;Lisil
CBNumber
CB7467567
Molecular Formula
C5H9NO4S
Formula Weight
179.19
MOL File
638-23-3.mol
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S-Carboxymethyl-L-Cysteine Property

Melting point:
208-213 °C (dec.)
alpha 
-31 º (c=1, 10% NaH2CO3)
Boiling point:
417.3±45.0 °C(Predicted)
Density 
1.315 (estimate)
refractive index 
1.5216 (estimate)
storage temp. 
2-8°C
solubility 
Aqueous Acid, Aqueous Base (Sparingly, Sonicated)
pka
2.06±0.10(Predicted)
form 
Amorphous Powder
color 
White to slightly off-white
Water Solubility 
SOLUBLE IN COLD WATER
Merck 
14,1802
BRN 
1725012
LogP
0.204 (est)
CAS DataBase Reference
638-23-3(CAS DataBase Reference)
EPA Substance Registry System
L-Cysteine, S-(carboxymethyl)- (638-23-3)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
2
RTECS 
AY4342000
TSCA 
Yes
HS Code 
29309090
Toxicity
LD50 oral in rat: > 15gm/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P363Wash contaminated clothing before reuse.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C7757
Product name
S-Carboxymethyl-L-cysteine
Packaging
1g
Price
$38.4
Updated
2024/03/01
Sigma-Aldrich
Product number
C7757
Product name
S-Carboxymethyl-L-cysteine
Packaging
5g
Price
$40.14
Updated
2024/03/01
TCI Chemical
Product number
C0863
Product name
S-(Carboxymethyl)-L-cysteine
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$37
Updated
2024/03/01
Alfa Aesar
Product number
B23487
Product name
S-Carboxymethyl-L-cysteine, 97%
Packaging
25g
Price
$38.65
Updated
2024/03/01
Alfa Aesar
Product number
B23487
Product name
S-Carboxymethyl-L-cysteine, 97%
Packaging
100g
Price
$104.65
Updated
2024/03/01
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S-Carboxymethyl-L-Cysteine Chemical Properties,Usage,Production

Chemical Properties

white to slightly off-white amorphous powder

Originator

Rhinathiol,Kramer,Switz.

Uses

Carbocisteine is a mucolytic agent used in the treatment of respiratory disorders ranging from the influenza virus infection to chronic obstructive pulmonary disease (COPD).

Uses

Labeled Carbocisteine, intended for use as an internal standard for the quantification of Carbocisteine by GC- or LC-mass spectrometry.

Uses

carbocysteine is an amino acid. It can be used to help control sebum production.

Definition

ChEBI: S-carboxymethyl-L-cysteine is an L-cysteine thioether that is L-cysteine in which the hydrogen of the thiol group has been replaced by a carboxymethyl group. It has a role as a mucolytic. It is a L-cysteine thioether and a non-proteinogenic L-alpha-amino acid. It is a conjugate acid of a S-carboxylatomethyl-L-cysteine(1-).

Manufacturing Process

There were placed 120g of L-cysteine (0.5 mol) in a 2 liter three-necked flask equipped with a stirrer thermometer and methanol/dry ice cooling and 1.5 liters of liquid ammonia were allowed to enter at -40°C. Then there were added under continuous cooling 50 g (2.17 mols) of sodium metal in portions of 1 to 2 g during the course of one hour. The end of the reaction was recognized by the continuation of the blue color. After the end of the reaction the excess sodium was destroyed by the addition of ammonium chloride and the ammonia vaporized at normal pressure. The residue was taken up in 500 ml of water and concentrated in a vacuum to 200 ml in order to remove residual ammonia, and again treated with 300 ml of water. The entire operations were carried out under a nitrogen atmosphere.
The aqueous solution of the disodium salt of L-cysteine obtained is then reacted at 20°C to 30°C under a nitrogen atmosphere in the course of 30 minutes with stirring with a solution of 104 g of chloroacetic acid (1.1 mols) and 4 g of sodium pyrosulfite in 200 ml of water. It is also allowed to post react for 15 minutes at 20°C, the solution clarified over activated carbon and the filtrate treated with 90 ml of concentrated hydrochloric acid to a pH of 2.5.
Thereby the S-carboxymethyl-L-cysteine precipitates out in crystalline form. The product is filtered off with suction, well stirred in 500 ml of water, again filtered with suction and dried in a vacuum at 70°C. The yield is 92% based on L-cysteine.

brand name

Loviscol (Wyeth-Ayerst); Mucofan (Wyeth-Ayerst).

Therapeutic Function

Mucolytic, Expectorant, Nasal antiinfective

Biochem/physiol Actions

S-Carboxymethyl-L-cysteine is studied as a small molecule mucoactive drug in vivo. These studies include analyzing the oxidative metabolism of S-carboxymethyl-L-cysteine by enzymes such as phenylalanine monooxygenase(s).

Safety Profile

contact. A riot control agent. When heated

S-Carboxymethyl-L-Cysteine Preparation Products And Raw materials

Raw materials

Preparation Products

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S-Carboxymethyl-L-Cysteine Suppliers

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View Lastest Price from S-Carboxymethyl-L-Cysteine manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Carbocisteine 638-23-3
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-11
Shaanxi TNJONE Pharmaceutical Co., Ltd
Product
S-Carboxymethyl-L-Cysteine 638-23-3
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2024-04-19
Shanghai Aosiris new Material Technology Co., LTD
Product
S-Carboxymethyl-L-Cysteine 638-23-3
Price
US $3.00-1.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10 tons
Release date
2024-04-02

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