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Chloramphenicol palmitate

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
MDL Number:
MFCD00083597
MOL File:
530-43-8.mol
MSDS File:
SDS
Last updated:2024-11-14 20:10:21

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)
FDA UNII 43VU4207NW

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1107401 Chloramphenicol palmitate nonpolymorph A United States Pharmacopeia (USP) Reference Standard 530-43-8 200mg $860 2024-03-01 Buy
Sigma-Aldrich 1107300 Chloramphenicol palmitate United States Pharmacopeia (USP) Reference Standard 530-43-8 200mg $420 2024-03-01 Buy
Sigma-Aldrich 46109 Chloramphenicol palmitate VETRANAL?, analytical standard 530-43-8 100mg $22.1 2022-05-15 Buy
Cayman Chemical 26663 Chloramphenicol Palmitate 530-43-8 5mg $108 2024-03-01 Buy
Cayman Chemical 26663 Chloramphenicol Palmitate 530-43-8 25mg $402 2024-03-01 Buy
Product number Packaging Price Buy
1107401 200mg $860 Buy
1107300 200mg $420 Buy
46109 100mg $22.1 Buy
26663 5mg $108 Buy
26663 25mg $402 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

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

Global( 240)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569266 15319487004 1015@dideu.com China 3943 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
AFINE CHEMICALS LIMITED
+86-0571-85134551 sales@afinechem.com China 15352 58
BOC Sciences
16314854226; +16314854226 inquiry@bocsci.com United States 19741 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com China 52849 58
GIHI CHEMICALS CO.,LIMITED
+8618058761490 info@gihichemicals.com China 49978 58

View Lastest Price from Chloramphenicol palmitate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Chloramphenicol palmitate pictures 2024-11-14 Chloramphenicol palmitate
530-43-8
US $33.00 / mg 97.21% 10g TargetMol Chemicals Inc.
Chloramphenicol palmitate pictures 2021-08-12 Chloramphenicol palmitate
530-43-8
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Chloramphenicol palmitate pictures 2020-05-26 Chloramphenicol palmitate
530-43-8
US $0.00-0.00 / Kg 1KG 99.0% 500 MT Shaanxi Dideu Medichem Co. Ltd
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) C11121000 ChloramphenicoLpalmitate 530-43-8 C27H42Cl2N2O6 CHLOROPAL BacteriostaticAlphabetic CHAntibiotics Standards for SupelMIPTM SPE Antibiotics C Chemical Structure Chromatography OthersAnalytical Standards Principle