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Chloramphenicol palmitate

Chloramphenicol palmitate Structure
CAS No.
530-43-8
Chemical Name:
Chloramphenicol palmitate
Synonyms
cap-p;detreopal;Chloropal;Chlorambon;cap-palmitate;Clorolifarina;chloromycetinpalmitate;CHLORAMPHENICOL PALMITATE;CHLORAMPHENICAL PALMITATE;Chloramphenicol Impurity 2
CBNumber:
CB0437291
Molecular Formula:
C27H42Cl2N2O6
Molecular Weight:
561.54
MOL File:
530-43-8.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:54:58

Chloramphenicol palmitate Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H351
Precautionary statements  P280
Hazard Codes  Xn
Risk Statements  40-36/37/38-20/21/22
Safety Statements  36/37-36-26
WGK Germany  3
RTECS  RT4735000
HS Code  29414000

Chloramphenicol palmitate price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 46109 Chloramphenicol palmitate VETRANAL?, analytical standard 530-43-8 100MG ₹2154.18 2022-06-14 Buy
Product number Packaging Price Buy
46109 100MG ₹2154.18 Buy

Chloramphenicol palmitate Chemical Properties,Uses,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

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.

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.

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

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Preparation Products

Global( 238)Suppliers
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Mehta Pharmaceutical Industries +91-8390068777 +91-8390068777 Mumbai, India 30 58 Inquiry
Anuh Pharma Ltd (SK GROUP) +912266227575 Maharashtra, India 38 58 Inquiry
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CHLORAMPHENICOL ALPHA-PALMITATE CHLORAMPHENICOL PALMITATE alpha-esterwithd-threo-(-)-2,2-dichloro-n-(beta-hydroxy-alpha-palmiticaci cap-p cap-palmitate chloramphenicolmonopalmitate CHLORAMPHENICAL PALMITATE CHLOROAMPHENICOL PALMITATE VETRANAL,250 chloramphenicolpalmitate(ester) chloromycetinpalmitate Clorolifarina detreopal ChloramphenicolPalmitateChloramphenicolPalmitateBp CHLORAMPHENICOLPALMITATE,BP CHLORAMPHENICOLPALMITATE,USP Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, α-palmitate, D-threo- (8CI) Chlorambon Chloramphenicol monopalmitate (ester) Chloropal D-(-)-Chloramphenicol palmitate Hexadecanoic acid, (2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl ester Hexadecanoic acid, 2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl ester, [R-(R*,R*)]- Palmitic acid, ester with chloramphenicol (6CI) Palmitic acid, α-ester with D-threo-(-)-2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]acetamide (8CI) (2R,3R)-2-[(2,2-Dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl hexadecanoate Palmitic acid chloramphenicol Chloramphenicol Palmitate (200 mg) Chloramphenicol Palmitate Nonpolymorph A (200 mg) Chloramphenicol Palmitat e Polymorph A (100 mg) Chloramphenicol palmitate polymorph A Chloramphenicol palmitate nonpolymorph A ChloraMphenicol 3-palMitate hexadecanoic acid [(2R,3R)-2-[(2,2-dichloro-1-oxoethyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] ester Hexadecanoic acid, (2R,3R)-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl ester Chloramphenicol Impurity 2 2,2-Dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)-2-propyl]acetamide Palmitate D-(-)-threo-2-Dichloroacetamido-1-(4-nitrophenyl)-1,3-propanediol Palmitate Chloramphenicol Palmitate Nonpolymorph A (1107401) Chloramphenicol Palmitate Polymorph A (1107503) Chloramphenicol Palmitate (1107300) 530-43-8 C27H42Cl2N2O6 CHLOROPAL BacteriostaticAlphabetic CHAntibiotics Standards for SupelMIPTM SPE Antibiotics C Chemical Structure Chromatography OthersAnalytical Standards Principle