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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

MDL Number:: MFCD00083597

MOL File:: 530-43-8.mol

MSDS File:: SDS

Last updated:2024-03-16 17:10:16

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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)
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)	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

Raw materials

2-Picoline Chloramphenicol Benzene Thionyl chloride Palmitic acid

Palmitoyl chloride

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Preparation Products

Chloramphenicol palmitate Suppliers

Global( 236)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21695	55
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
career henan chemical co	+86-0371-86658258 15093356674;	factory@coreychem.com	China	29826	58
Shaanxi Dideu Medichem Co. Ltd	+86-29-87569266 15319487004	1015@dideu.com	China	2263	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418671	sales@tnjchem.com	China	34572	58
AFINE CHEMICALS LIMITED	0571-85134551	info@afinechem.com	CHINA	15377	58
BOC Sciences	+16314854226	inquiry@bocsci.com	United States	19743	58
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	info@dycnchem.com	CHINA	52867	58
Alfa Chemistry	+1-5166625404	Info@alfa-chemistry.com	United States	21317	58

Supplier	Advantage
Henan Tianfu Chemical Co.,Ltd.	55
CONIER CHEM AND PHARMA LIMITED	58
career henan chemical co	58
Shaanxi Dideu Medichem Co. Ltd	58
TargetMol Chemicals Inc.	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
AFINE CHEMICALS LIMITED	58
BOC Sciences	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
Alfa Chemistry	58

View Lastest Price from Chloramphenicol palmitate manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
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
2020-05-26	Chloramphenicol palmitate 530-43-8	US $0.00-0.00 / Kg	1KG	99.0%	500 MT	Shaanxi Dideu Medichem Co. Ltd
2019-12-25	1-[4-(2-Hydroxyethyl)phenoxy]-2,3-epoxypropane 63659-17-6	US $1.00 / ASSAYS	1ASSAYS	85.0-99.8%	20 tons	Career Henan Chemical Co

Chloramphenicol palmitate
530-43-8
US $15.00-10.00 / KG
99%+ HPLC
Zhuozhou Wenxi import and Export Co., Ltd

Chloramphenicol palmitate
530-43-8
US $0.00-0.00 / Kg
99.0%
Shaanxi Dideu Medichem Co. Ltd

1-[4-(2-Hydroxyethyl)phenoxy]-2,3-epoxypropane
63659-17-6
US $1.00 / ASSAYS
85.0-99.8%
Career Henan Chemical Co

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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