Chloramphenicol palmitate | CAS#530-43-8 (palmitate) | Antibacterial

MedKoo Cat#: 592235 | Name: Chloramphenicol palmitate

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Description:

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

Chloramphenicol palmitate is an Antibacterial and Antirickettsial.

Chemical Structure

Chloramphenicol palmitate

CAS#530-43-8 (palmitate)

Theoretical Analysis

MedKoo Cat#: 592235

Name: Chloramphenicol palmitate

CAS#: 530-43-8 (palmitate)

Chemical Formula: C27H42Cl2N2O6

Exact Mass: 560.2420

Molecular Weight: 561.54

Elemental Analysis: C, 57.75; H, 7.54; Cl, 12.63; N, 4.99; O, 17.09

Price and Availability

Size	Price	Availability
1g	USD 150.00	Ready to ship
2g	USD 250.00	Ready to ship
5g	USD 450.00	Ready to ship

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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 palmitate; Chloramphenicol Palmitate Nonpolymorph A;

IUPAC/Chemical Name

Hexadecanoic acid, 2-((2,2-dichloroacetyl)amino)-3-hydroxy-3-(4-nitrophenyl) propyl ester, (R-(R*,R*))-

InChi Key

PXKHGMGELZGJQE-ILBGXUMGSA-N

InChi Code

InChI=1S/C27H42Cl2N2O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-24(32)37-20-23(30-27(34)26(28)29)25(33)21-16-18-22(19-17-21)31(35)36/h16-19,23,25-26,33H,2-15,20H2,1H3,(H,30,34)/t23-,25-/m1/s1

SMILES Code

CCCCCCCCCCCCCCCC(OC[C@@H](NC(C(Cl)Cl)=O)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1)=O

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

2941.40.0000

More Info

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#A22T12K29

QC Data

View QC data: current batch, Lot#A22T12K29

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Chloramphenicol palmitate can be used as bacterial selection agent in transformed cells containing chloramphenicol resistance genes.

In vitro activity:

The germination percentage and germ-tube length were not affected by Cm (chloramphenicol), whereas the percentage of appressorium formation was significantly and specifically decreased in the presence of 30 and 300 µM Cm (Fig. 1). Addition of excessive Cm (3000 µM) resulted in inhibition of conidial germination and/or germ-tube elongation, which suggested that this Cm concentration inhibited the mitochondrial ribosome (Fig. S1). Reference: Sci Rep. 2019 Jun 26;9(1):9283. https://pubmed.ncbi.nlm.nih.gov/31243315/

In vivo activity:

All results indicated that an intra-articular injection of chloramphenicol increased chondrocyte autophagy in rabbits with collagenase-induced OA (osteoarthritis). Reference: Clin Orthop Relat Res. 2019 Dec;477(12):2785-2797. https://pubmed.ncbi.nlm.nih.gov/31764352/

	Solvent	mg/mL	mM
Solubility
	DMSO	100.0	178.08

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 561.54 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

Formulation protocol:

1. Nozaka A, Nishiwaki A, Nagashima Y, Endo S, Kuroki M, Nakajima M, Narukawa M, Kamisuki S, Arazoe T, Taguchi H, Sugawara F, Kamakura T. Chloramphenicol inhibits eukaryotic Ser/Thr phosphatase and infection-specific cell differentiation in the rice blast fungus. Sci Rep. 2019 Jun 26;9(1):9283. doi: 10.1038/s41598-019-41039-x. PMID: 31243315; PMCID: PMC6594944. 2. Louzoun Zada S, Green KD, Shrestha SK, Herzog IM, Garneau-Tsodikova S, Fridman M. Derivatives of Ribosome-Inhibiting Antibiotic Chloramphenicol Inhibit the Biosynthesis of Bacterial Cell Wall. ACS Infect Dis. 2018 Jul 13;4(7):1121-1129. doi: 10.1021/acsinfecdis.8b00078. Epub 2018 May 1. PMID: 29714997; PMCID: PMC6536003. 3. Wu X, Cai Y, Lu S, Xu K, Shi X, Yang L, Huang Z, Xu P. Intra-articular Injection of Chloramphenicol Reduces Articular Cartilage Degeneration in a Rabbit Model of Osteoarthritis. Clin Orthop Relat Res. 2019 Dec;477(12):2785-2797. doi: 10.1097/CORR.0000000000001016. PMID: 31764352; PMCID: PMC6907289. 4. Hsu CY, Yang SC, Sung CT, Weng YH, Fang JY. Anti-MRSA malleable liposomes carrying chloramphenicol for ameliorating hair follicle targeting. Int J Nanomedicine. 2017 Nov 10;12:8227-8238. doi: 10.2147/IJN.S147226. PMID: 29184410; PMCID: PMC5689027.

In vitro protocol:

In vivo protocol:

1. Wu X, Cai Y, Lu S, Xu K, Shi X, Yang L, Huang Z, Xu P. Intra-articular Injection of Chloramphenicol Reduces Articular Cartilage Degeneration in a Rabbit Model of Osteoarthritis. Clin Orthop Relat Res. 2019 Dec;477(12):2785-2797. doi: 10.1097/CORR.0000000000001016. PMID: 31764352; PMCID: PMC6907289. 2. Hsu CY, Yang SC, Sung CT, Weng YH, Fang JY. Anti-MRSA malleable liposomes carrying chloramphenicol for ameliorating hair follicle targeting. Int J Nanomedicine. 2017 Nov 10;12:8227-8238. doi: 10.2147/IJN.S147226. PMID: 29184410; PMCID: PMC5689027.