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Chloramphenicol palmitate

Chloramphenicol palmitate Structure
Chloramphenicol palmitate
  • CAS No.530-43-8
  • Chemical Name:Chloramphenicol palmitate
  • CBNumber:CB0437291
  • Molecular Formula:C27H42Cl2N2O6
  • Formula Weight:561.54
  • MOL File:530-43-8.mol
Chloramphenicol palmitate Property
  • Melting point 90 C
  • alpha D26 +24.6° (c = 5 in ethanol)
  • Boiling point 691.6±55.0 °C(Predicted)
  • Density 1.2354 (rough estimate)
  • refractive index 1.7350 (estimate)
  • storage temp. Store at RT.
  • solubility DMSO (Slightly), Ethanol (Sparingly), Ethyl Acetate (Slightly)
  • pka 10.69±0.46(Predicted)
  • form Solid
  • color White to Off-White
  • Water Solubility 8.423ug/L(25 ºC)
  • λmax 271nm(EtOH)(lit.)
  • Merck 14,2077
  • BRN 2826438
  • Stability Hygroscopic
  • CAS DataBase Reference 530-43-8(CAS DataBase Reference)
  • FDA UNII 43VU4207NW
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H351
  • Precautionary statements P280
Chloramphenicol palmitate Price More Price(1)
  • Brand: Sigma-Aldrich(India)
  • Product number: 46109
  • Product name : Chloramphenicol palmitate
  • Purity: VETRANAL?, analytical standard
  • Packaging: 100MG
  • Price: ₹2154.18
  • Updated: 2022/06/14
  • Buy: Buy

Chloramphenicol palmitate Chemical Properties,Usage,Production

  • Description Chloramphenicol palmitate is an orally bioavailable ester prodrug form of the antibiotic chloramphenicol. It is hydrolyzed in the small intestine to release chloramphenicol. Formulations containing chloramphenicol palmitate were previously used in the treatment of severe bacterial infections.
  • Chemical Properties white crystals
  • Originator Chloromycetin,Parke Davis,US,1951
  • Uses antibacterial, antirickettsial
  • Uses Chloramphenicol Palmitate is a Chloramphenicol (C325030) derivative, a broad spectrum antibiotic obtained from cultures of the soil bacterium Streptomyces venezuelae. It has a broad spectrum of activity against Gram-positive and gram-negative bacteria. Antibacterial; antirickettsial.
  • Uses Chloramphenicol palmitate is prepared by acylation of chloramphenicol with palmitic acid. Although chloramphenicol palmitate is a more hydrophobic drug which should enhance bioavailability, the primary advantage of the ester is to mask the taste of chloramphenicol in oral formulations. Chloramphenicol palmitate is significantly less active than chloramphenicol but acts as a prodrug, being readily hydrolysed by acid and esterase in the gut to release chloramphenicol.
  • Definition ChEBI: Chloramphenicol palmitate is a hexadecanoate ester. It is functionally related to a chloramphenicol.
  • Application Chloramphenicol palmitate was synthesized by Parke Davis Co. in 1952. It has a much less bitter taste than chloramphenicol and is suitable for oral administration, especially for children. The palmitate shows a higher serum level after oral administration than chloramphenicol does and acts the same as chloramphenicol in vivo.
  • Manufacturing Process 1,674 g of palmitoyl chloride is added to 1,870 g of D(-)-threo-1-pnitrophenyl-2-dichloroacetamidopropane-1,3-diol (chloramphenicol) in 2,700 cc of pyridine and the solution stirred for 1 hour. The mixture is poured into 16 liters of water and the solid collected. Recrystallization of the crude product from benzene yields the desired D(+)-threo-1-p-nitrophenyl- 1dichloroacetamido-3-palmitoyloxypropane-1-ol in pure form: MP 90°C.
  • brand name Chloromycetin Palmitate (Parke- Davis).
  • Therapeutic Function Antibacterial; Antirickettsial
  • General Description Chloramphenicol palmitate is the palmitic acid ester ofchloramphenicol. It is a tasteless prodrug of chloramphenicolintended for pediatric use. The ester must hydrolyze invivo following oral absorption to provide the active form.Erratic serum levels were associated with early formulationsof the palmitate, but the manufacturer claims that thebioavailability of the current preparation is comparable tothat of chloramphenicol itself.
  • Safety Profile Moderately toxic by oral route. An experimental teratogen. Other experimental reproductive effects. An antibiotic. When heated to decomposition it emits very toxic fumes of NOx and Cl-. See also other chloramphenicol entries.
  • Purification Methods The palmitate crystallises from *benzene or xylene with m 105-106o and [] D –39.5o (c 2, Et2O), max 267.3nm. [Edgerton et al. J Am Chem Soc 77 27 1955, Beilstein 13 IV 2753.]
Chloramphenicol palmitate Preparation Products And Raw materials
Raw materials
Preparation Products
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Chloramphenicol palmitate Spectrum
530-43-8, Chloramphenicol palmitateRelated Search:
  • Principle
  • OthersAnalytical Standards
  • Chromatography
  • Chemical Structure
  • C
  • Antibiotics
  • Standards for SupelMIPTM SPE
  • CHAntibiotics
  • BacteriostaticAlphabetic
  • CHLOROPAL
  • 抑制剂
  • 高端化学
  • 柏锦生物
  • 合成
  • 微生物代谢物
  • C27H42Cl2N2O6
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  • 530-43-8
  • Chloramphenicol palmitate, 10 mM in DMSO
  • C11121000 ChloramphenicoLpalmitate
  • Chloramphenicol Palmitate (1107300)
  • Chloramphenicol Palmitate Polymorph A (1107503)
  • Chloramphenicol Palmitate Nonpolymorph A (1107401)
  • D-(-)-threo-2-Dichloroacetamido-1-(4-nitrophenyl)-1,3-propanediol Palmitate
  • 2,2-Dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)-2-propyl]acetamide Palmitate
  • Chloramphenicol Impurity 2
  • Hexadecanoic acid, (2R,3R)-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl ester
  • hexadecanoic acid [(2R,3R)-2-[(2,2-dichloro-1-oxoethyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] ester
  • ChloraMphenicol 3-palMitate
  • Chloramphenicol palmitate nonpolymorph A
  • Chloramphenicol palmitate polymorph A
  • Chloramphenicol Palmitat e Polymorph A (100 mg)
  • Chloramphenicol Palmitate Nonpolymorph A (200 mg)
  • Chloramphenicol Palmitate (200 mg)
  • Palmitic acid chloramphenicol
  • (2R,3R)-2-[(2,2-Dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl hexadecanoate
  • Palmitic acid, α-ester with D-threo-(-)-2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]acetamide (8CI)
  • Palmitic acid, ester with chloramphenicol (6CI)
  • Hexadecanoic acid, 2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl ester, [R-(R*,R*)]-
  • Hexadecanoic acid, (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl ester
  • D-(-)-Chloramphenicol palmitate
  • Chloropal
  • Chloramphenicol monopalmitate (ester)
  • Chlorambon
  • Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, α-palmitate, D-threo- (8CI)
  • CHLORAMPHENICOLPALMITATE,USP
  • CHLORAMPHENICOLPALMITATE,BP

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