638-23-3 Usage
Chemical Properties
white to slightly off-white amorphous powder
Originator
Rhinathiol,Kramer,Switz.
Uses
Different sources of media describe the Uses of 638-23-3 differently. You can refer to the following data:
1. carbocysteine is an amino acid. It can be used to help control sebum production.
2. Carbocisteine is a mucolytic agent used in the treatment of respiratory disorders ranging from the influenza virus infection to chronic obstructive pulmonary disease (COPD).
3. Labeled Carbocisteine, intended for use as an internal standard for the quantification of Carbocisteine by GC- or LC-mass spectrometry.
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.
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
Check Digit Verification of cas no
The CAS Registry Mumber 638-23-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,3 and 8 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 638-23:
(5*6)+(4*3)+(3*8)+(2*2)+(1*3)=73
73 % 10 = 3
So 638-23-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H9NO4S/c1-6-3(4(7)8)2-11-5(9)10/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m0/s1
638-23-3Relevant articles and documents
Unnatural amino acid synthesis by thermostable O-phospho-L-serine sulfhydrylase from hyperthermophilic archaeon Aeropyrum pernix K1
Nakamura, Takashi,Kunimoto, Kohei,Yuki, Toru,Ishikawa, Kazuhiko
supporting information, p. 1789 - 1792 (2017/11/23)
O-Acetyl-L-serine sulfhydrylase (OASS) from plants and bacteria synthesizes cysteine and unnatural amino acids that are important building blocks for active pharmaceuticals and agrochemicals. A thermostable O-phospho-L-serine sulfhydrylase from hyperthermophilic archaeon Aeropyrum pernix K1 (OPSSAp) exhibits a function similar to OASS. In the present study, we examined the synthesis of various unnatural amino acids using OPSSAp and demonstrated OPSSAp could efficiently synthesize various sulfur-containing amino acids. OPSSAp would be useful for industrial production of biologically important unnatural amino acids.
A process for preparing carbocysteine (by machine translation)
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Paragraph 0025; 0026, (2017/01/12)
The invention discloses a process for preparing a compound, in particular to a process for preparing carbocysteine, which belongs to the field of organic synthetic technology; the [...] erdosteine preparation process, comprising the following steps: (a) taking L - cysteine hydrochloride monohydrate and solid chlorine acetic acid, wherein the chloroacetic acid to L - cysteine hydrochloride monohydrate quality of 60 - 70%-out, (b) the L - cysteine hydrochloride monohydrate and sodium monochloroacetate stirring to dissolve in the water, the dissolution process of the control system temperature is 15 - 25 °C, (c) of the system is adjusted to PH 7.0 - 7.5, control system temperature is 45 - 50 °C, mixing and reaction, (d) after the completion of the reaction, of the system is adjusted to PH 6.0 - 6.4, to decolorize the, absorb the impurity processing, (e) filtering, regulate filtrate of PH to 2.8 - 3.0, cooling and getting the wound and crystallization; the process route is prepared carbocysteine, has high purity, high yield, good stability, and simple process route, easy to operate and control. (by machine translation)
S-carboxymethylcysteine synthase from Escherichia coli
Kumagai,Suzuki,Shigematsu,Tochikura
, p. 2481 - 2487 (2007/10/02)
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