Lincomycin

Names

[ CAS No. ]:
154-21-2

[ Name ]:
Lincomycin

[Synonym ]:
(2S,4R)-N-{(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(méthylsulfanyl)tétrahydro-2H-pyran-2-yl]propyl}-1-méthyl-4-propylpyrrolidine-2-carboxamide chlorhydrate
methyl 6,8-dideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-D-erythro-a-D-galacto-octopyranoside hydrochloride (1:1)
(2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
Lincolnensin Hydrochloride
Lincomycin,(2S-cis)-Isomer
Methyl (5R)-5-[(1R,2R)-2-hydroxy-1-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}propyl]-1-thio-β-L-arabinopyranoside hydrochloride (1:1)
UNII-BOD072YW0F
Lincomycin hydrochloride
Lincomycin (USAN/INN)
Methyl 6,8-dideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-D-erythro-α-D-galacto-octopyranoside hydrochloride (1:1)
methyl 6,8-dideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-D-erythro-α-D-galacto-octopyranoside hydrochloride
LINCOMYCIN HCL
D-erythro-α-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-, hydrochloride (1:1)
Methyl 6,8-Dideoxy-6-((((2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-D-erythro-a-D-galacto-octopyranoside Monohydrochloride
EINECS 205-824-6
D-erythro-α-D-galacto-octopyranoside, methyl 6,8-dideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-, monohydrochloride
(2S,4R)-N-{(1R,2R)-2-Hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)tetrahydro-2H-pyran-2-yl]propyl}-1-methyl-4-propylpyrrolidin-2-carboxamidhydrochlorid
C18H34N2O6S
(2S-trans)-Methyl 6,8-Dideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-D-erythro-a-D-galactooctopyranoside Monohydrochloride
(2S,4R)-N-{(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)tetrahydro-2H-pyran-2-yl]propyl}-1-methyl-4-propylpyrrolidine-2-carboxamide hydrochloride
D-erythro-a-D-galacto-octopyranoside, methyl 6,8-dideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-, hydrochloride (1:1)
Clindamycin Impurity 10

Biological Activity

[Description]:

Lincomycin, a lincosamide antibiotic, is an antimicrobial agent used for the research of Gram-positive bacteria infections[1].

[Related Catalog]:

Research Areas >> Infection

[References]

[1]. Sasaki E, e al. Construction of the octose 8-phosphate intermediate in lincomycin A biosynthesis: characterization of the reactions catalyzed by LmbR and LmbN. J Am Chem Soc. 2012;134(42):17432-17435.

Chemical & Physical Properties

[ Density]:
1.16

[ Boiling Point ]:
771.9±70.0 °C

[ Melting Point ]:
261-263°C

[ Molecular Formula ]:
C₁₈H₃₄N₂O₆S

[ Molecular Weight ]:
406.54

[ Flash Point ]:
345ºC

[ PSA ]:
147.79000

[ LogP ]:
0.27380

[ Index of Refraction ]:
1.6510 (estimate)

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
DMSO: >5 mg/mL at 60 °C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RH6314000

CHEMICAL NAME :: D-erythro-D-Galacto-octopyranoside, methyl-6,8-dideoxy-6-(1-methyl-4-propyl-L-2- pyrrolidinecarboxamido)-1-thio-, trans-alpha-

CAS REGISTRY NUMBER :: 154-21-2

LAST UPDATED :: 199706

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C18-H34-N2-O6-S

MOLECULAR WEIGHT :: 406.60

WISWESSER LINE NOTATION :: T6OTJ BS1 CQ DQ EQ FYYQ1&MV- BT5NTJ A1 D3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1 gm/kg

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

REFERENCE :: 85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978 Volume(issue)/page/year: 1,186,1978

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1900 mg/kg

TOXIC EFFECTS :: Brain and Coverings - recordings from specific areas of CNS Blood - other changes

REFERENCE :: ANKHEW Antibiotiki i Khimioterapiya. Antibiotics and Chemotherapy. (V/O Me zhdunarodnaya Kniga, 113095 Moskow, USSR) V.33- 1988- Volume(issue)/page/year: 35(2),40,1990

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 9778 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 :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 13900 mg/kg

TOXIC EFFECTS :: Brain and Coverings - recordings from specific areas of CNS Blood - other changes

REFERENCE :: ANKHEW Antibiotiki i Khimioterapiya. Antibiotics and Chemotherapy. (V/O Me zhdunarodnaya Kniga, 113095 Moskow, USSR) V.33- 1988- Volume(issue)/page/year: 35(2),40,1990

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: AACHAX Antimicrobial Agents and Chemotherapy (1961-70). (Ann Arbor, MI) 1961-70. For publisher information, see AMACCQ. Volume(issue)/page/year: -, 554,1962

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 200 ug/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 :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1800 mg/kg

TOXIC EFFECTS :: Brain and Coverings - recordings from specific areas of CNS Blood - other changes

REFERENCE :: ANKHEW Antibiotiki i Khimioterapiya. Antibiotics and Chemotherapy. (V/O Me zhdunarodnaya Kniga, 113095 Moskow, USSR) V.33- 1988- Volume(issue)/page/year: 35(2),40,1990 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3678 No. of Facilities: 147 (estimated) No. of Industries: 2 No. of Occupations: 4 No. of Employees: 1414 (estimated) No. of Female Employees: 161 (estimated)

Safety Information

[ Hazard Codes ]:
Xi

[ RTECS ]:
DV2037500

[ HS Code ]:
2941904000

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2941904000