Oxothiazolidinecarboxylic acid

Modify Date: 2024-01-02 14:47:47

Oxothiazolidinecarboxylic acid Structure
Oxothiazolidinecarboxylic acid structure
Common Name Oxothiazolidinecarboxylic acid
CAS Number 19771-63-2 Molecular Weight 147.152
Density 1.6±0.1 g/cm3 Boiling Point N/A
Molecular Formula C4H5NO3S Melting Point 174 °C (dec.)(lit.)
MSDS Chinese USA Flash Point N/A
Symbol GHS07
GHS07
Signal Word Warning

 Use of Oxothiazolidinecarboxylic acid


Oxothiazolidinecarboxylic acid, an antioxidant, is a prodrug of cysteine that is inert until metabolized to cysteine intracellulary, thus stimulating glutathione synthesis[1].

 Names

Name (4R)-2-oxo-1,3-thiazolidine-4-carboxylic acid
Synonym More Synonyms

 Oxothiazolidinecarboxylic acid Biological Activity

Description Oxothiazolidinecarboxylic acid, an antioxidant, is a prodrug of cysteine that is inert until metabolized to cysteine intracellulary, thus stimulating glutathione synthesis[1].
Related Catalog
In Vivo Oxothiazolidinecarboxylic acid treatment attenuates plantaris atrophy, restored glutathione levels, and increased catalase, Cu/Zn-SOD1, and Mn-SOD2 mRNA expression, but did not reduce other markers of oxidant stress or levels of these catabolic factors[1]. Animal Model: Male Sprague-Dawley rats (200-250 g, n= 6-7 rats/group)[1]. Dosage: 0.35% (w/v). Administration: Added to their diets at a concentration of 0.35% (w/v) for the final 12 wk. Result: Increased fiber CSAs compared to the non-supplemented, alcohol-fed group.
References

[1]. Jeffrey S Otis, et al. Procysteine Stimulates Expression of Key Anabolic Factors and Reduces Plantaris Atrophy in Alcohol-Fed Rats. Alcohol Clin Exp Res. 2009 Aug;33(8):1450-9.

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Melting Point 174 °C (dec.)(lit.)
Molecular Formula C4H5NO3S
Molecular Weight 147.152
Exact Mass 146.999008
PSA 91.70000
LogP -1.11
Index of Refraction 1.595

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XJ5426650
CHEMICAL NAME :
4-Thiazolidinecarboxylic acid, 2-oxo-, (R)-
CAS REGISTRY NUMBER :
19771-63-2
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C4-H5-N-O3-S

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JACTDZ Journal of the American College of Toxicology. (Mary Ann Liebert, Inc., 1651 Third Ave., New York, NY 10128) V.1-12, 1982-1993. Discontinued. Volume(issue)/page/year: 12,109,1993
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ATDAEI Acute Toxicity Data. Journal of the American College of Toxicology, Part B. (Mary Ann Liebert, Inc., 1651 Third Ave., New York, NY 10128) V.1- 1990- Volume(issue)/page/year: 1,164,1992
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
>450 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ATDAEI Acute Toxicity Data. Journal of the American College of Toxicology, Part B. (Mary Ann Liebert, Inc., 1651 Third Ave., New York, NY 10128) V.1- 1990- Volume(issue)/page/year: 1,164,1992

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS XJ5426650
HS Code 2934999090

 Synthetic Route

~97%

Oxothiazolidinecarboxylic acid Structure

Oxothiazolidine...

CAS#:19771-63-2

Literature: Seki, Masahiko; Hatsuda, Masanori; Mori, Yoshikazu; Yoshida, Shin-Ichi; Yamada, Shin-Ichi; Shimizu, Toshiaki Chemistry - A European Journal, 2004 , vol. 10, # 23 p. 6102 - 6110

~74%

Oxothiazolidinecarboxylic acid Structure

Oxothiazolidine...

CAS#:19771-63-2

Literature: Falb; Nudelman; Hassner Synthetic Communications, 1993 , vol. 23, # 20 p. 2839 - 2844

~%

Oxothiazolidinecarboxylic acid Structure

Oxothiazolidine...

CAS#:19771-63-2

Literature: Bulletin of the Chemical Society of Japan, , vol. 37, # 2 p. 242 - 244

~%

Oxothiazolidinecarboxylic acid Structure

Oxothiazolidine...

CAS#:19771-63-2

Literature: Journal of Organic Chemistry, , vol. 57, # 20 p. 5292 - 5300

~%

Oxothiazolidinecarboxylic acid Structure

Oxothiazolidine...

CAS#:19771-63-2

Literature: EP1462444 A1, ; Page 12 ;

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

L-2-Oxothiazolidine-4-carboxylic Acid
2-oxothiazolidine-4(R)-carboxylic acid
4-Thiazolidinecarboxylic acid, 2-oxo-, (4R)-
4-Thiazolidinecarboxylic acid,2-oxo-,(R)-[]
OTCA
L-2-Oxothiazolidine-4-carboxylate
(4R)-2-Oxothiazolidine-4-carboxylic acid
(R)-(−)-2-Oxothiazolidine-4-carboxylic acid L-(−)-2-Oxothiazolidine-4-carboxylic acid
L-2-Oxo-4-thiazolidinecarboxylic acid
(R)-2-oxothiazolidine-4-carboxylic acid
L-(−)-2-Oxothiazolidine-4-carboxylic acid
(4R)-2-Oxo-1,3-thiazolidine-4-carboxylic acid
(−)-2-Oxo-4-thiazolidinecarboxylic acid
MFCD00066092
Procysteine
Oxothiazolidine carboxylate,L
(4R)-2-oxo-4-thiazolidine-carboxylic acid
4-Thiazolecarboxylic acid, 4,5-dihydro-2-hydroxy-, (4R)-
(4R)-2-Hydroxy-4,5-dihydro-1,3-thiazole-4-carboxylic acid
L-2-Thiazolidinone-4-carboxylic Acid
2-Oxothiazolidine-4-carboxylate,L
(R)-(−)-2-Oxothiazolidine-4-carboxylic acid
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