MedKoo Cat#: 412311 | Name: Carbodine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Carbodine is a biochemical with antiviral activity

Chemical Structure

Carbodine
Carbodine
CAS#71184-20-8

Theoretical Analysis

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

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
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
More Info

Preparing Stock Solutions

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.

Recalculate based on batch purity %
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.