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Details

Stereochemistry ABSOLUTE
Molecular Formula C4H9NO2S.ClH
Molecular Weight 171.646
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MECYSTEINE HYDROCHLORIDE

SMILES

Cl.COC(=O)[C@@H](N)CS

InChI

InChIKey=WHOHXJZQBJXAKL-DFWYDOINSA-N
InChI=1S/C4H9NO2S.ClH/c1-7-4(6)3(5)2-8;/h3,8H,2,5H2,1H3;1H/t3-;/m0./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C4H9NO2S
Molecular Weight 135.185
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Mecysteine is used as a mucolytic in respiratory disorders associated with productive cough. Mecysteine is known as a mucolytic agent, it breaks down mucus. It works by breaking some of the chemical bonds between the molecules in mucus. It is given orally in a usual dose of 200 mg three times daily before meals reduced to 200 mg twice daily after 6 weeks. A rapid clinical effect can be achieved by giving 200 mg four times daily for the first 2 days. Mecysteine has also been given by inhalation.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VISCLAIR

Approved Use

Visclair is used together with other medicines to help in the treatment of conditions in which thick mucus is a problem. e.g. chronic obstructive pulmonary disease, sinusitis (inflamed nasal tubes), secretory otitis and in the symptomatic relief of cough with sputum or phlegm.
Primary
VISCLAIR

Approved Use

Visclair is used together with other medicines to help in the treatment of conditions in which thick mucus is a problem. e.g. chronic obstructive pulmonary disease, sinusitis (inflamed nasal tubes), secretory otitis and in the symptomatic relief of cough with sputum or phlegm.
Primary
VISCLAIR

Approved Use

Visclair is used together with other medicines to help in the treatment of conditions in which thick mucus is a problem. e.g. chronic obstructive pulmonary disease, sinusitis (inflamed nasal tubes), secretory otitis and in the symptomatic relief of cough with sputum or phlegm.
PubMed

PubMed

TitleDatePubMed
Mild and highly chemoselective oxidation of thioethers mediated by Sc(OTf)3.
2003 Feb 6
Effect of five cysteine-containing compounds on three lipogenic enzymes in Balb/cA mice consuming a high saturated fat diet.
2004 Sep
Removal of toxic metal-ion pollutants from water by using chemically modified carbon powders.
2006 Oct 20
Facile discrimination of aldose enantiomers by reversed-phase HPLC.
2007 Jun
Neuroimaging in the clinical diagnosis of dementia: observations from a memory disorders clinic.
2010 Aug
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Mecysteine has also been given by inhalation.
It is given orally in a usual dose of 200 mg three times daily before meals reduced to 200 mg twice daily after 6 weeks. A rapid clinical effect can be achieved by giving 200 mg four times daily for the first 2 days.
Route of Administration: Oral
In Vitro Use Guide
The effects of L-cysteine methyl ester (Mecysteine) on behavior of mucus glycoproteins in canine tracheal secretory cells were investigated histologically and histochemically. Low concentrations (10(-7) and 10(-6)M) of L-cysteine methyl ester produced, as histological changes, decreases in the total goblet cell number and the thickness of the acini of submucosal glands, and an increase in the acinar inner diameter. On the other hand, L-cysteine methyl ester at 10(-5) and 10(-4)M produced an increase in the thickness of the acini and a slight decrease in the acinar inner diameter.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:11:36 GMT 2023
Edited
by admin
on Fri Dec 15 15:11:36 GMT 2023
Record UNII
33RG619160
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MECYSTEINE HYDROCHLORIDE
MART.   MI   WHO-DD  
Common Name English
MECYSTEINE HYDROCHLORIDE [MI]
Common Name English
MECYSTEINE HYDROCHLORIDE [MART.]
Common Name English
L-CYSTEINE METHYL ESTER HYDROCHLORIDE
Systematic Name English
METHYL (R)-2-AMINO-3-MERCAPTOPROPANOATE HYDROCHLORIDE
Systematic Name English
ACDRILE
Common Name English
METHYL L-CYSTEINE HYDROCHLORIDE [JAN]
Common Name English
Mecysteine hydrochloride [WHO-DD]
Common Name English
ACTIOL
Common Name English
L-CYSTEINE, METHYL ESTER, HYDROCHLORIDE
Systematic Name English
NSC-161611
Code English
METHYL L-CYSTEINE HYDROCHLORIDE
JAN  
Systematic Name English
Code System Code Type Description
MESH
C017507
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY
FDA UNII
33RG619160
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY
SMS_ID
100000086184
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY
CAS
18598-63-5
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY
NSC
161611
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY
MERCK INDEX
m7126
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY Merck Index
CAS
5714-80-7
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
29144
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY
EVMPD
SUB03110MIG
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY
EPA CompTox
DTXSID9046520
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY
RXCUI
235828
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
242-435-0
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
PRIMARY
ECHA (EC/EINECS)
227-208-6
Created by admin on Fri Dec 15 15:11:36 GMT 2023 , Edited by admin on Fri Dec 15 15:11:36 GMT 2023
ALTERNATIVE
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY