Carbodine

Modify Date: 2024-01-02 13:38:38

Carbodine Structure
Carbodine structure
 Common Name Carbodine
CAS Number 71184-20-8 Molecular Weight 286.38700
Density 1.74g/cm3 Boiling Point 477ºC at 760 mmHg
Molecular Formula C10H15N3O4 Melting Point N/A
MSDS N/A Flash Point 242.3ºC

 Use of Carbodine


Carbodine (Carbocyclic cytidine) is a broad-spectrum antiviral agent active against DNA viruses, (+)RNA viruses, (-)RNA viruses, paramyxo, rhabdo and (+/-)RNA viruses, targets CTP synthetase that converts UTP to CTP. Carbodine (Carbocyclic cytidine) possesses significant antiviral activity against influenza virus types A0/PR-8/34 and A2/Aichi/2/68 in vitro[1][2].

 Names

Name 2-hydroxy-5-(2,4,4-trimethylpentan-2-yl)benzenesulfonic acid
Synonym More Synonyms

 Carbodine Biological Activity

Description Carbodine (Carbocyclic cytidine) is a broad-spectrum antiviral agent active against DNA viruses, (+)RNA viruses, (-)RNA viruses, paramyxo, rhabdo and (+/-)RNA viruses, targets CTP synthetase that converts UTP to CTP. Carbodine (Carbocyclic cytidine) possesses significant antiviral activity against influenza virus types A0/PR-8/34 and A2/Aichi/2/68 in vitro[1][2].
Related Catalog
References

[1]. De Clercq E, et al. Broad-spectrum antiviral activity of carbodine, the carbocyclic analogue of cytidine. Biochem Pharmacol. 1990 Jan 15;39(2):319-25.

[2]. Shannon WM, et al. Evaluation of carbodine, the carbocyclic analog of cytidine, and related carbocyclic analogs of pyrimidine nucleosides for antiviral activity against human influenza Type A viruses. Antimicrob Agents Chemother. 1981 Dec;20(6):769-76.

 Chemical & Physical Properties

Density 1.74g/cm3
Boiling Point 477ºC at 760 mmHg
Molecular Formula C10H15N3O4
Molecular Weight 286.38700
Flash Point 242.3ºC
Exact Mass 286.12400
PSA 82.98000
LogP 4.43350
Index of Refraction 1.743

 Synthetic Route

(1R,2S,3R,4R)-1-[4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-cyclopentan-1-yl]-cytosine structure

(1R,2S,3R,4R)-1...

CAS#:1070967-50-8

~81%

Carbodine Structure

Carbodine

CAS#:71184-20-8

Literature: Rao, Jagadeeshwar R.; Jha, Ashok K.; Rawal, Ravindra K.; Sharon, Ashoke; Day, Craig W.; Barnard, Dale L.; Smee, Donald F.; Chu, Chung K. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 8 p. 2601 - 2604
N/A structure

N/A

CAS#:188118-73-2

~96%

Carbodine Structure

Carbodine

CAS#:71184-20-8

Literature: Burlina, Fabienne; Favre, Alain; Fourrey, Jean-Louis; Thomas, Martial Chemical Communications, 1996 , # 14 p. 1623 - 1624
(1R,5R)-5-hydroxymethyl-2-cyclopenten-1-ol structure

(1R,5R)-5-hydro...

CAS#:143395-28-2

~%

Carbodine Structure

Carbodine

CAS#:71184-20-8

Literature: Burlina, Fabienne; Favre, Alain; Fourrey, Jean-Louis; Thomas, Martial Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 3 p. 247 - 250
(3S,3aS,6aR)-2-oxo-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-3-yl (S)-2-acetoxypropanoate structure

(3S,3aS,6aR)-2-...

CAS#:160154-62-1

~%

Carbodine Structure

Carbodine

CAS#:71184-20-8

Literature: Burlina, Fabienne; Favre, Alain; Fourrey, Jean-Louis; Thomas, Martial Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 3 p. 247 - 250
acetic acid,[(1R,5R)-5-(hydroxymethyl)cyclopent-2-en-1-yl] acetate structure

acetic acid,[(1...

CAS#:178456-34-3

~%

Carbodine Structure

Carbodine

CAS#:71184-20-8

Literature: Burlina, Fabienne; Favre, Alain; Fourrey, Jean-Louis; Thomas, Martial Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 3 p. 247 - 250
((1S,4R)-4-(4-benzamido-2-oxopyrimidin-1(2H)-yl)cyclopent-2-en-1-yl)methyl acetate structure

((1S,4R)-4-(4-b...

CAS#:188118-61-8

~%

Carbodine Structure

Carbodine

CAS#:71184-20-8

Literature: Burlina, Fabienne; Favre, Alain; Fourrey, Jean-Louis; Thomas, Martial Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 3 p. 247 - 250
N/A structure

N/A

CAS#:216441-13-3

~%

Carbodine Structure

Carbodine

CAS#:71184-20-8

Literature: Burlina, Fabienne; Favre, Alain; Fourrey, Jean-Louis; Thomas, Martial Chemical Communications, 1996 , # 14 p. 1623 - 1624
(1R,5S,1'S)-5-(1',2'-Dihydroxyethyl)cyclopent-2-en-1-ol structure

(1R,5S,1'S)-5-(...

CAS#:148473-12-5

~%

Carbodine Structure

Carbodine

CAS#:71184-20-8

Literature: Burlina, Fabienne; Favre, Alain; Fourrey, Jean-Louis; Thomas, Martial Chemical Communications, 1996 , # 14 p. 1623 - 1624

 Precursor & DownStream

Precursor  2

DownStream  0

 Synonyms

2-Hydroxy-5-(1,1,3,3-tetramethylbutyl)benzenesulfonic acid
p-Isooctylphenol-2-sulfonic acid
D-(-)-carbodine
Benzenesulfonic acid,2-hydroxy-5-(1,1,3,3-tetramethylbutyl)
(-)-carbodine
(1R,2S,3R,4R)-1-[2,3-dihydroxy-4-(hydroxymethyl)-cyclopentan-1-yl]cytosine
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