WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 412311
CAS#: 71184-20-8
Description: Carbodine is a biochemical with antiviral activity
MedKoo Cat#: 412311
Name: Carbodine
CAS#: 71184-20-8
Chemical Formula: C10H15N3O4
Exact Mass: 241.1063
Molecular Weight: 241.25
Elemental Analysis: C, 49.79; H, 6.27; N, 17.42; O, 26.53
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Synonym: Carbodine; Carbocyclic cytidine
IUPAC/Chemical Name: 2(1H)-Pyrimidinone, 4-amino-1-(2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl)-, (1R-(1alpha,2beta,3beta,4alpha))-
InChi Key: UAZJPMMKWBPACD-UXXCCHNYSA-N
InChi Code: InChI=1S/C10H15N3O4/c11-7-1-2-13(10(17)12-7)6-3-5(4-14)8(15)9(6)16/h1-2,5-6,8-9,14-16H,3-4H2,(H2,11,12,17)/t5-,6-,8-,9+/m0/s1
SMILES Code: O=C1N=C(N)C=CN1[C@@H]2[C@@H](O)[C@@H](O)[C@H](CO)C2
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 241.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Rao JR, Jha AK, Rawal RK, Sharon A, Day CW, Barnard DL, Smee DF, Chu CK. (-)-Carbodine: enantiomeric synthesis and in vitro antiviral activity against various strains of influenza virus including H5N1 (avian influenza) and novel 2009 H1N1 (swine flu). Bioorg Med Chem Lett. 2010 Apr 15;20(8):2601-4. doi: 10.1016/j.bmcl.2010.02.074. Epub 2010 Feb 21. PMID: 20231094.
2: Julander JG, Bowen RA, Rao JR, Day C, Shafer K, Smee DF, Morrey JD, Chu CK. Treatment of Venezuelan equine encephalitis virus infection with (-)-carbodine. Antiviral Res. 2008 Dec;80(3):309-15. doi: 10.1016/j.antiviral.2008.07.002. Epub 2008 Aug 15. PMID: 18675850; PMCID: PMC2612642.
3: Kim S, Kim E, Hong JH. Synthesis of novel 4'α-trifluoromethyl-2'β-C-methyl- carbodine analogs as anti-hepatitis C virus agents. Nucleosides Nucleotides Nucleic Acids. 2015;34(2):79-91. doi: 10.1080/15257770.2014.960977. PMID: 25621702.
4: Shannon WM, Arnett G, Westbrook L, Shealy YF, O'Dell CA, Brockman RW. 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. doi: 10.1128/aac.20.6.769. PMID: 7325642; PMCID: PMC181796.
5: De Clercq E, Bernaerts R, Shealy YF, Montgomery JA. Broad-spectrum antiviral activity of carbodine, the carbocyclic analogue of cytidine. Biochem Pharmacol. 1990 Jan 15;39(2):319-25. doi: 10.1016/0006-2952(90)90031-f. PMID: 1689159; PMCID: PMC7111205.
6: Liu LJ, Hong JH. Synthesis and anti-hepatitis C virus activity of 2'(beta)-hydroxyethyl and 4'(alpha)-hydroxymethyl carbodine analogues. Nucleosides Nucleotides Nucleic Acids. 2009 Nov;28(11):1007-15. doi: 10.1080/15257770903362248. PMID: 20183569.
7: Li H, Yoo JC, Hong JH. Synthesis and anti-HCV evaluation of 4'(alpha)-ethyl and 2'(beta)-methyl-carbodine analogues. Nucleosides Nucleotides Nucleic Acids. 2009 Sep;28(9):809-20. doi: 10.1080/15257770903170294. PMID: 20183620.
8: Glazer RI, Cohen MB, Hartman KD, Knode MC, Lim MI, Marquez VE. Induction of differentiation in the human promyelocytic leukemia cell line HL-60 by the cyclopentenyl analogue of cytidine. Biochem Pharmacol. 1986 Jun 1;35(11):1841-8. doi: 10.1016/0006-2952(86)90301-1. PMID: 3459463.
9: Shealy YF, O'Dell CA, Arnett G, Shannon WM, Thorpe MC, Riordan JM, Coburn WC Jr. Carbocyclic analogues of 5-halocytosine nucleosides. J Med Chem. 1986 Sep;29(9):1720-5. doi: 10.1021/jm00159a026. PMID: 3018246.
10: Watanabe W, Sudo K, Asawa S, Konno K, Yokota T, Shigeta S. Use of lactate dehydrogenase to evaluate the anti-viral activity against influenza A virus. J Virol Methods. 1995 Feb;51(2-3):185-91. doi: 10.1016/0166-0934(94)00103-n. PMID: 7738138.
