Chloramphenicol palmitate

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Names

[ CAS No. ]:
530-43-8

[ Name ]:
Chloramphenicol palmitate

[Synonym ]:
Chlorambon
detreopal
CHLORAMPHENICOLPALMITATE,BP
cap-palmitate
Chloramphenicol palmitate
Clorolifarina
chloromycetinpalmitate
Hexadecanoic acid, (2R,3R)-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl ester
CHLORAMPHENICAL PALMITATE
(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl hexadecanoate
D-threo-(-)-2,2-Dichloro-N-(β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl)acetamide α-palmitate
EINECS 208-477-9
MFCD00083597
CAP-P
Chloramphenicol palmitate (ester)
chloramphenicol 3'-palmitate
(2R,3R)-2-[(Dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl palmitate
[R-(R*,R*)]-Hexadecanoic Acid 2-[(Dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl Ester
Chloropal
D-threo-(-)-2,2-Dichloro-N-(b-hydroxy-a-(hydroxymethyl)-p-nitrophenethyl)acetamide a-Palmitate
chlorophenicol palmitate

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
691.6±55.0 °C at 760 mmHg

[ Melting Point ]:
90ºC

[ Molecular Formula ]:
C₂₇H₄₂Cl₂N₂O₆

[ Molecular Weight ]:
561.538

[ Flash Point ]:
372.1±31.5 °C

[ Exact Mass ]:
560.242004

[ PSA ]:
121.45000

[ LogP ]:
9.04

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.526

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RT4735000

CHEMICAL NAME :: Palmitic acid, alpha-ester with D-threo-(-)-2,2-dichloro-N-(beta-hydroxy-alpha- (hydroxymethyl)-p-nitrophenethyl)acetamide

CAS REGISTRY NUMBER :: 530-43-8

BEILSTEIN REFERENCE NO. :: 2826438

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C27-H42-Cl2-N2-O6

MOLECULAR WEIGHT :: 561.61

WISWESSER LINE NOTATION :: WNR DYQY1OV15&MVYGG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2640 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,248,1982 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1200 mg/kg

SEX/DURATION :: female 7-12 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

REFERENCE :: VHAGAS Verhandlungen der Anatomischen Gesellschaft. (VEB Gustav Fischer Verlag, Postfach 176, Jena, DDR-6900, Ger. Dem. Rep.) V.1- 1887- Volume(issue)/page/year: 71,623,1977 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X2340 No. of Facilities: 79 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 318 (estimated) No. of Female Employees: 132 (estimated)

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H351

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R40

[ Safety Phrases ]:
36/37-36-26

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
RT4735000

[ HS Code ]:
29414000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

VinylPalmitate(stabilizedwithMEHQ)
Chloramphenicol
Palmitoyl chloride
palmitoyl-NT
2,2,2-trifluoroethyl hexadecanoate
1,3-diacetylchloramphenicol
2-Amino-1-(4-nitrophenyl)-1,3-propanediol
[R(R*,R*)]-2-(benzylideneamino)-1-(4-nitrophenyl)propane-1,3-diol
Methyldichloroacetate

DownStream

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Structural, electronic, thermodynamical and charge transfer properties of Chloramphenicol Palmitate using vibrational spectroscopy and DFT calculations.

Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 101 , 335-42, (2013)

The global problem of advancing bacterial resistance to newer drugs has led to renewed interest in the use of Chloramphenicol Palmitate (C27H42Cl2N2O6) [Palmitic acid alpha ester with D-threo-(-),2-di...

Metabolism of some drugs by intestinal lactobacilli and their toxicological considerations.

Acta Pharmacol. Toxicol. (Copenh.) 58(1) , 11-5, (1986)

The bacterial metabolism of three drugs (sulphasalazine, phthalylsulphathiazole and chloramphenicol palmitate) and two dyes (tartrazine and methyl red) has been studied using a resting culture techniq...

The effect of exocrine pancreatic function on chloramphenicol pharmacokinetics in patients with cystic fibrosis.

Pediatr. Res. 23(4) , 388-92, (1988)

The effect of exocrine pancreatic function on the pharmacokinetics of the choramphenicol oral capsule (CAP-base), chloramphenicol palmitate oral liquid (CAP-P), and chloramphenicol succinate intraveno...