Phenacetin-13C

Modify Date: 2024-01-27 21:00:23

Phenacetin-13C Structure
Phenacetin-13C structure
Common Name Phenacetin-13C
CAS Number 72156-72-0 Molecular Weight 180.20800
Density 1.099g/cm3 Boiling Point N/A
Molecular Formula C10H13NO2 Melting Point 134-136ºC(lit.)
MSDS Chinese USA Flash Point N/A
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger

 Use of Phenacetin-13C


Phenacetin-13C is the 13C labeled Phenacetin[1]. Phenacetin (Acetophenetidin) is a non-opioid analgesic/antipyretic agent. Phenacetin is a selective COX-3 inhibitor. Phenacetin is used as probe of cytochrome P450 enzymes CYP1A2 in human liver microsomes and in rats[2][3][4].

 Names

Name N-(4-ethoxyphenyl)acetamide
Synonym More Synonyms

 Phenacetin-13C Biological Activity

Description Phenacetin-13C is the 13C labeled Phenacetin[1]. Phenacetin (Acetophenetidin) is a non-opioid analgesic/antipyretic agent. Phenacetin is a selective COX-3 inhibitor. Phenacetin is used as probe of cytochrome P450 enzymes CYP1A2 in human liver microsomes and in rats[2][3][4].
Related Catalog
In Vitro Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs[1].
References

[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216.  

[2]. Chandrasekharan NV, et al. COX-3, a cyclooxygenase-1 variant inhibited by acetaminophen and other analgesic/antipyretic drugs: cloning, structure, and expression. Proc Natl Acad Sci U S A. 2002 Oct 15;99(21):13926-31.  

[3]. Xiao-Meng He, et al. Effects of long-term smoking on the activity and mRNA expression of CYP isozymes in rats. J Thorac Dis. 2015 Oct 7(10): 1725–1731.  

[4]. Na Gao, et al. Inhibition of Baicalin on Metabolism of Phenacetin, a Probe of CYP1A2, in Human Liver Microsomes and in Rats. PLoS One. 2014 9(2): e89752.  

 Chemical & Physical Properties

Density 1.099g/cm3
Melting Point 134-136ºC(lit.)
Molecular Formula C10H13NO2
Molecular Weight 180.20800
Exact Mass 180.09800
PSA 38.33000
LogP 2.11670
Index of Refraction 1.548

 Safety Information

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger
Hazard Statements H302-H350
Precautionary Statements P201-P308 + P313
Hazard Codes T: Toxic;
Risk Phrases 45-46-20/21/22
Safety Phrases 53-22-36/37/39-45
RIDADR UN 3077 9 / PGIII

 Synthetic Route

~96%

Phenacetin-13C Structure

Phenacetin-13C

CAS#:72156-72-0

Literature: Kurumaya; Kajiwara; Abei; Hirano; Kokubun Chemical and pharmaceutical bulletin, 1988 , vol. 36, # 7 p. 2679 - 2681

~73%

Phenacetin-13C Structure

Phenacetin-13C

CAS#:72156-72-0

Literature: Kurumaya; Kajiwara; Abei; Hirano; Kokubun Chemical and pharmaceutical bulletin, 1988 , vol. 36, # 7 p. 2679 - 2681

~%

Phenacetin-13C Structure

Phenacetin-13C

CAS#:72156-72-0

Literature: Kurumaya; Kajiwara; Abei; Hirano; Kokubun Chemical and pharmaceutical bulletin, 1988 , vol. 36, # 7 p. 2679 - 2681

~%

Phenacetin-13C Structure

Phenacetin-13C

CAS#:72156-72-0

Literature: Kurumaya; Kajiwara; Abei; Hirano; Kokubun Chemical and pharmaceutical bulletin, 1988 , vol. 36, # 7 p. 2679 - 2681

 Articles1

More Articles

Gastroenterology 72 , 1033, (1977)

 Synonyms

N-(4-Ethoxy-1-13C-phenyl)acetamide
MFCD00083951
N-4-((1-13C)Ethoxy)phenylacetamide
Phenacetin-13C1 (ethoxy-1-13C)
p-Acetophenetidide-ethoxy-1-13C
(<1-13C>ethoxy)phenacetin
Phenacetin-ethoxy-1-13C