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MedKoo Cat#: 598720 | Name: Chloramphenicol base
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Description:

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

Chloramphenicol base is a bioactive chemical.

Chemical Structure

Chloramphenicol base
Chloramphenicol base
CAS#716-61-0 (base)

Theoretical Analysis

MedKoo Cat#: 598720

Name: Chloramphenicol base

CAS#: 716-61-0 (base)

Chemical Formula: C9H12N2O4

Exact Mass: 212.0797

Molecular Weight: 212.20

Elemental Analysis: C, 50.94; H, 5.70; N, 13.20; O, 30.16

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
10g USD 350.00 2 Weeks
25g USD 550.00 2 Weeks
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Related CAS #
31342-36-6 (pantothenate complex) 982-57-0 (sodium succinate) 3544-94-3 (succinate) 16255-48-4 (stearate) 530-43-8 (palmitate) 716-61-0 (base) 56-75-7 (free)
Synonym
Chloramphenicol base; Levoamine;
IUPAC/Chemical Name
(1R,2R)-2-amino-1-(4-nitrophenyl)propane-1,3-diol
InChi Key
OCYJXSUPZMNXEN-RKDXNWHRSA-N
InChi Code
InChI=1S/C9H12N2O4/c10-8(5-12)9(13)6-1-3-7(4-2-6)11(14)15/h1-4,8-9,12-13H,5,10H2/t8-,9-/m1/s1
SMILES Code
OC[C@H]([C@H](O)c1ccc([N+]([O-])=O)cc1)N
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 212.20 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: Black LA, McLachlan AJ, Griffith JE, Higgins DP, Gillett A, Krockenberger MB, Govendir M. Pharmacokinetics of chloramphenicol following administration of intravenous and subcutaneous chloramphenicol sodium succinate, and subcutaneous chloramphenicol, to koalas (Phascolarctos cinereus). J Vet Pharmacol Ther. 2013 Oct;36(5):478-85. doi: 10.1111/jvp.12024. Epub 2012 Nov 17. PubMed PMID: 23157306. 2: Magoulas GE, Kostopoulou ON, Garnelis T, Athanassopoulos CM, Kournoutou GG, Leotsinidis M, Dinos GP, Papaioannou D, Kalpaxis DL. Synthesis and antimicrobial activity of chloramphenicol-polyamine conjugates. Bioorg Med Chem. 2015 Jul 1;23(13):3163-74. doi: 10.1016/j.bmc.2015.04.069. Epub 2015 May 1. PubMed PMID: 26001343. 3: Nouws JF, Vree TB, Holtkamp J, Baakman M, Driessens F, Guelen PJ. Pharmacokinetic, residue and irritation aspects of chloramphenicol sodium succinate and a chloramphenicol base formulation following intramuscular administration to ruminants. Vet Q. 1986 Jul;8(3):224-32. PubMed PMID: 3750804. 4: CANCIULLO D. [A new antibiotic combination with chloramphenicol base in local therapy of tympanic suppurations]. Otorinolaringol Ital. 1957;25(1):92-5. Italian. PubMed PMID: 13431301. 5: Vanin EF, Symons RH. The preparation of high specific activity [3H]chloramphenicol base and chloramphenicol labeled in the propanediol side chain. Anal Biochem. 1976 Nov;76(l):259-68. PubMed PMID: 998967. 6: Nouws JF, Ziv G. Serum chloramphenicol levels and the intramuscular bioavailability of several parenteral formulations of chloramphenicol in ruminants. Vet Q. 1979 Jan;1(1):47-58. doi: 10.1080/01652176.1979.9693720. PubMed PMID: 22040476. 7: McElligott EM, Sommardahl CS, Cox SK. Pharmacokinetics of chloramphenicol base after oral administration in adult horses. J Am Vet Med Assoc. 2017 Jul 1;251(1):90-94. doi: 10.2460/javma.251.1.90. PubMed PMID: 28621597. 8: YAMADA S, KOGA K, MATSUO H. STUDIES ON OPTICALLY ACTIVE AMINO ACIDS. IV. A NEW SYNTHETIC APPROACH TO CHLORAMPHENICOL BASE FROM L-PHENYLALANINE. Chem Pharm Bull (Tokyo). 1963 Sep;11:1140-5. PubMed PMID: 14068732. 9: Nouws JF, Ziv G. A study of chloramphenicol distribution and residues in dairy cows. Tijdschr Diergeneeskd. 1978 Jul 15;103(14):725-35. PubMed PMID: 675643. 10: Fiorentino F, Sasso G, Pane G, Maio G, Scioli C. [Clinical and biological study of a new preparation with a chloramphenicol base]. Rass Int Clin Ter. 1971 Dec 15;51(23):1415-21. Italian. PubMed PMID: 5142826. 11: Morelli B. Spectrophotometric assay for chloramphenicol and some derivatives in the pure form and in formulations. J Pharm Biomed Anal. 1987;5(6):577-83. PubMed PMID: 16867480. 12: Xu L, Han S, Yan L, Wang H, Peng H, Chen F. Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides. Beilstein J Org Chem. 2018 Jan 31;14:309-317. doi: 10.3762/bjoc.14.19. eCollection 2018. PubMed PMID: 29507636; PubMed Central PMCID: PMC5815282. 13: Anderson KL, Neff-Davis CA, Davis LE, Koritz GD, Nelson DR. Pharmacokinetics of chloramphenicol in non-lactating cattle. J Vet Pharmacol Ther. 1983 Dec;6(4):305-13. PubMed PMID: 6686850. 14: Gal J, Meyer-Lehnert S. Reversed-phase liquid chromatographic separation of enantiomeric and diastereomeric bases related to chloramphenicol and thiamphenicol. J Pharm Sci. 1988 Dec;77(12):1062-5. PubMed PMID: 3244112. 15: Ti TI, Monteiro EH, Lam S, Lee HS. Chloramphenicol concentrations in sera of patients with typhoid fever being treated with oral or intravenous preparation. Antimicrob Agents Chemother. 1990 Sep;34(9):1809-11. PubMed PMID: 2285296; PubMed Central PMCID: PMC171933. 16: Masuyoshi S, Okubo T, Inoue M, Mitsuhashi S. Purification and some properties of a chloramphenicol acetyltransferase mediated by plasmids from Vibrio anguillarum. J Biochem. 1988 Jul;104(1):131-5. PubMed PMID: 3146569. 17: Roberts M, Corney A, Shaw WV. Molecular characterization of three chloramphenicol acetyltransferases isolated from Haemophilus influenzae. J Bacteriol. 1982 Aug;151(2):737-41. PubMed PMID: 6178720; PubMed Central PMCID: PMC220317. 18: LeBelle MJ, Young DC, Graham KC, Wilson WL. High-performance liquid chromatographic determination of chloramphenicol and 2-amino-1-(p-nitrophenyl)-1,3-propanediol in pharmaceutical formulations. J Chromatogr. 1979 Feb 11;170(1):282-7. PubMed PMID: 544626. 19: Young SL, Barbera L, Kaynard AH, Haugland RP, Kang HC, Brinkley M, Melner MH. A nonradioactive assay for transfected chloramphenicol acetyltransferase activity using fluorescent substrates. Anal Biochem. 1991 Sep 2;197(2):401-7. PubMed PMID: 1785695. 20: Korfmacher WA, Getek TA, Hansen EB Jr, Cerniglia CE, Abou-Khalil S, Yunis AA. Application of thermospray liquid chromatography-mass spectrometry for the analysis of chloramphenicol and three related compounds. J Chromatogr Sci. 1990 May;28(5):236-8. PubMed PMID: 2283384.

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