Tiopronin

Modify Date: 2024-01-02 18:28:58

Tiopronin Structure
Tiopronin structure
 Common Name Tiopronin
CAS Number 1953-02-2 Molecular Weight 163.195
Density 1.3±0.1 g/cm3 Boiling Point 418.3±30.0 °C at 760 mmHg
Molecular Formula C5H9NO3S Melting Point 93-98 °C
MSDS Chinese USA Flash Point 206.8±24.6 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Tiopronin


Tiopronin is a prescription thiol drug used to control the rate of cystine precipitation and excretion in the disease cystinuria.Target: OthersTiopronin is used primarily for cystinuria and is well known in the cystinuric community. Depending on the severity of a person's cystinuria, tiopronin may be taken for life, possibly starting in early childhood. It may also be used for Wilson's disease (an overload of copper in the body), and certain types of rare arthritis, though tiopronin is not an anti-inflammatory. Tiopronin is also sometimes used as a stabilizing agent for metal nanoparticles. The thiol group binds to the nanoparticles, preventing coagulation [1, 2].

 Names

Name Tiopronin
Synonym More Synonyms

 Tiopronin Biological Activity

Description Tiopronin is a prescription thiol drug used to control the rate of cystine precipitation and excretion in the disease cystinuria.Target: OthersTiopronin is used primarily for cystinuria and is well known in the cystinuric community. Depending on the severity of a person's cystinuria, tiopronin may be taken for life, possibly starting in early childhood. It may also be used for Wilson's disease (an overload of copper in the body), and certain types of rare arthritis, though tiopronin is not an anti-inflammatory. Tiopronin is also sometimes used as a stabilizing agent for metal nanoparticles. The thiol group binds to the nanoparticles, preventing coagulation [1, 2].
Related Catalog
References

[1]. http://en.wikipedia.org/wiki/Tiopronin

[2]. Dahl, J.A., B.L. Maddux, and J.E. Hutchison, Toward greener nanosynthesis. Chem Rev, 2007. 107(6): p. 2228-69.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 418.3±30.0 °C at 760 mmHg
Melting Point 93-98 °C
Molecular Formula C5H9NO3S
Molecular Weight 163.195
Flash Point 206.8±24.6 °C
Exact Mass 163.030319
PSA 105.20000
LogP -0.33
Vapour Pressure 0.0±2.1 mmHg at 25°C
Index of Refraction 1.519
Storage condition -20°C Freezer, Under Inert Atmosphere

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MC0596500
CHEMICAL NAME :
Glycine, N-(2-mercaptopropionyl)-
CAS REGISTRY NUMBER :
1953-02-2
LAST UPDATED :
199612
DATA ITEMS CITED :
14
MOLECULAR FORMULA :
C5-H9-N-O3-S
MOLECULAR WEIGHT :
163.21
WISWESSER LINE NOTATION :
SHY1&1OM1VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
3120 mg/kg/26W-I
TOXIC EFFECTS :
Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)
REFERENCE :
AJKDDP American Journal of Kidney Diseases. (Grune & Stratton, Inc., Journal Subscription Dept., POB 6280, Duluth, MN 55806) V.1- 1981- Volume(issue)/page/year: 19,179,1992
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,456,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 41,758,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1630 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4242354
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2330 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,456,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
673 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 89,1138,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2290 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 41,105,1988
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1733 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 38,137,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
1800 mg/kg
TOXIC EFFECTS :
Behavioral - excitement Nutritional and Gross Metabolic - body temperature increase
REFERENCE :
85JBAB "Proceedings of the International Symposium on Thiola, Tokyo, Japan, 1970," Osaka, Japan, Santen Pharmaceutical Co., Ltd., 1970 Volume(issue)/page/year: -,9,1970
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
2100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 19,396,1981 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
15 gm/kg/30D-C
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes in bladder weight Blood - leukopenia Related to Chronic Data - changes in testicular weight
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 8,1169,1974
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
45500 mg/kg/26W-C
TOXIC EFFECTS :
Blood - other changes
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 8,1169,1974 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
DOSE :
600 mg/kg
SEX/DURATION :
male 30 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands Reproductive - Paternal Effects - other effects on male
REFERENCE :
IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 24,34,1986
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
DOSE :
1200 mg/kg
SEX/DURATION :
male 60 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)
REFERENCE :
CUSCAM Current Science. (Current Science Assoc., Sadashivanagar P.O., Bangalore 560 080, India) V.1- 1932- Volume(issue)/page/year: 55,378,1986

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn
Risk Phrases R22:Harmful if swallowed.
Safety Phrases S36/37
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS MC0596500
HS Code 2942000000

 Synthetic Route

Glycine,N-(2-bromo-1-oxopropyl)- structure

Glycine,N-(2-br...

CAS#:25413-03-0

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Tiopronin Structure

Tiopronin

CAS#:1953-02-2
Literature: Vasilevskii,V.L. et al. Journal of Organic Chemistry USSR (English Translation), 1970 , vol. 6, p. 236 - 241 Zhurnal Organicheskoi Khimii, 1970 , vol. 6, p. 244 - 249
α-Ethylxanthogenpropionylglycin structure

α-Ethylxanthoge...

CAS#:6182-95-2

~%

Tiopronin Structure

Tiopronin

CAS#:1953-02-2
Literature: Vasilevskii,V.L. et al. Journal of Organic Chemistry USSR (English Translation), 1970 , vol. 6, p. 236 - 241 Zhurnal Organicheskoi Khimii, 1970 , vol. 6, p. 244 - 249
2-(2-benzoylsulfanylpropanoylamino)acetic acid structure

2-(2-benzoylsul...

CAS#:6183-01-3

~%

Tiopronin Structure

Tiopronin

CAS#:1953-02-2
Literature: Oya; Matsumoto; Takashina; Iwao; Funae Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 1 p. 63 - 70
α-Benzylmercaptopropionylglycin structure

α-Benzylmercapt...

CAS#:6183-04-6

~%

Tiopronin Structure

Tiopronin

CAS#:1953-02-2
Literature: Oya; Matsumoto; Takashina; Iwao; Funae Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 1 p. 63 - 70

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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 Synonyms

N-(2-Mercaptopropionyl)glycine
Sutilan
Thiopronine
EINECS 217-778-4
Capen
SF-572
UNII:C5W04GO61S
Thiosol
Thiora
Glycine, N-(2-mercapto-1-oxopropyl)-
Thiola
Tioglis
N-(2-mercaptopropanoyl)glycine
Epatiol
N-(2-Sulfanylpropanoyl)glycine
Tiopronin
N-2-Mercaptopropionyl-glycine
Vincol
2-MPG
MFCD00004861
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Related Compounds: More...
Tiopronin
3625-85-2
Tiopronin-d3
1189700-74-0
Val-tiopronin
1313496-16-0
Ala-tiopronin
26843-61-8
Ser-tiopronin
1313496-17-1
Phe-tiopronin
57547-00-9
Tiopronin Sodium
2015-25-0
Tiopronin 13C D3
1189695-13-3
Tiopronin arginine
68883-14-7
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