CAS 18323-44-9|Clindamycin

Introduction:Basic information about CAS 18323-44-9|Clindamycin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameClindamycin
CAS Number18323-44-9Molecular Weight424.983
Density1.3±0.1 g/cm3Boiling Point628.1±55.0 °C at 760 mmHg
Molecular FormulaC18H33ClN2O5SMelting Point141 - 143ºC
MSDS/Flash Point333.6±31.5 °C

Names

Nameclindamycin
SynonymMore Synonyms

Clindamycin BiologicalActivity

DescriptionClindamycin is an oral protein synthesis inhibitory agent that has the ability to suppress the expression of virulence factors in Staphylococcus aureus at sub-inhibitory concentrations (sub-MICs). Clindamycin resistance results from enzymatic methylation of the antibiotic binding site in the 50S ribosomal subunit (23S rRNA). Clindamycin decreases the production of Panton-Valentine leucocidin (PVL), toxic-shock-staphylococcal toxin (TSST-1) or alpha-haemolysin (Hla)[1].
Related CatalogResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>Bacterial
References

[1]. Hodille E, et al. Clindamycin suppresses virulence expression in inducible clindamycin-resistant Staphylococcus aureus strains. Ann Clin Microbiol Antimicrob. 2018 Oct 20;17(1):38.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point628.1±55.0 °C at 760 mmHg
Melting Point141 - 143ºC
Molecular FormulaC18H33ClN2O5S
Molecular Weight424.983
Flash Point333.6±31.5 °C
Exact Mass424.179871
PSA127.56000
LogP1.83
Vapour Pressure0.0±4.2 mmHg at 25°C
Index of Refraction1.574
InChIKeyKDLRVYVGXIQJDK-AWPVFWJPSA-N
SMILESCCCC1CC(C(=O)NC(C(C)Cl)C2OC(SC)C(O)C(O)C2O)N(C)C1
Storage condition-20℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RH6300000
CHEMICAL NAME :
L-threo-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-4-propyl-L-2- pyrrolidinecarboxamido)-1-thio-, trans-alpha-
CAS REGISTRY NUMBER :
18323-44-9
LAST UPDATED :
199606
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C18-H33-Cl-N2-O5-S
MOLECULAR WEIGHT :
425.04
WISWESSER LINE NOTATION :
T6OTJ BS1 CQ DQ EQ FYYG1&MV- BT5NTJ A1 D3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2618 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 18,185,1971
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
1 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
RMVEAG Recueil de Medecine Veterinaire. (Masson Pub. USA, Inc., Year Book Medical Pub., 35 E. Wacker Dr., Chicago IL 60601) V.1- 1824- Volume(issue)/page/year: 156,915,1980
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
1 mg/kg
TOXIC EFFECTS :
Gastrointestinal - other changes
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 34,794,1984 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
330 mg/kg/33D-I
TOXIC EFFECTS :
Gastrointestinal - other changes
REFERENCE :
ANTBAL Antibiotiki. (Moscow, USSR) V.1-29, 1956-84. For publisher information, see AMBIEH. Volume(issue)/page/year: 28,18,1983 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3191 No. of Facilities: 445 (estimated) No. of Industries: 1 No. of Occupations: 7 No. of Employees: 21575 (estimated) No. of Female Employees: 17442 (estimated)

Synonyms

L-threo-α-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-
7-Deoxy-7(S)-chlorolincomycin
EINECS 242-209-1
Chlorodeoxylincomycin
Methyl 7-Chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-L-threo-a-D-galacto-octopyranoside
Cleocin
Clindamycin
Methyl (2S-trans)-7-Chloro-6,7,8-trideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-L-threo-a-D-galacto-octopyranoside
7-CDL
L-threo-α-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-((((2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-
MFCD00072005
(2S,4R)-N-{(1S,2S)-2-Chlor-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)tetrahydro-2H-pyran-2-yl]propyl}-1-methyl-4-propylpyrrolidin-2-carboxamid
CLDM
Methyl 7-chloro-6,7,8-trideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-L-threo-α-D-galacto-octopyranoside
dalacinc
Dalacine
clinimycin
Methyl (5R)-5-[(1S,2S)-2-chloro-1-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}propyl]-1-thio-β-L-arabinopyranoside
7-Chlorolincomycin
sobelin
(2S,4R)-N-{(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)tetrahydro-2H-pyran-2-yl]propyl}-1-methyl-4-propylpyrrolidine-2-carboxamide
(2S,4R)-N-{(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(méthylsulfanyl)tétrahydro-2H-pyran-2-yl]propyl}-1-méthyl-4-propylpyrrolidine-2-carboxamide
chlolincocin
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