Lincolcina

Base Information Edit

Chemical Name:Lincolcina
CAS No.:154-21-2
Molecular Formula:C18H34N2O6S
Molecular Weight:406.544
Hs Code.:2941904000
Mol file:154-21-2.mol

Synonyms:Lincomyocin;Lincomycine;Cillimycin;Lincolcina;Lincolnensin;Lincocine;Lincorex;Lincocin;LCM;SCHEMBL14223597

Suppliers and Price of Lincolcina

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Lincomycin
1mg
$ 595.00

TRC
Lincomycin
100mg
$ 140.00

TRC
Lincomycin
1g
$ 1070.00

Medical Isotopes, Inc.
Lincomycin
1 g
$ 620.00

Medical Isotopes, Inc.
Lincomycin
25 g
$ 800.00

Medical Isotopes, Inc.
Lincomycin
5 g
$ 695.00

Cayman Chemical
Lincomycin ≥98%
5mg
$ 105.00

Cayman Chemical
Lincomycin ≥98%
25mg
$ 394.00

Biorbyt Ltd
Lincomycin
500 μg
$ 957.10

Biorbyt Ltd
Lincomycin
100 μg
$ 635.80

Total 91 raw suppliers

Chemical Property of Lincolcina Edit

Chemical Property:

Appearance/Colour:White crystalline solid
Melting Point:148-150 °C
Refractive Index:1.6510 (estimate)
Boiling Point:646.8±55.0 °C at 760 mmHg
PKA:7.6(at 25℃)
Flash Point:345.0±31.5 °C
PSA：147.79000
Density:1.3±0.1 g/cm³
LogP:0.27380
Storage Temp.:Hygroscopic, -20°C Freezer, Under inert atmosphere
Solubility.:Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly), Water
XLogP3:0.2
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:7
Exact Mass:406.21375798
Heavy Atom Count:27
Complexity:499

Purity/Quality:

99% ^*data from raw suppliers

Lincomycin ^*data from reagent suppliers

Safty Information:

Pictogram(s): R36/37/38:;
Hazard Codes: Xi:;
Statements: R36/37/38:;
Safety Statements: S26:;

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)O
Isomeric SMILES:CCC[C@@H]1CC(N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@@H](C)O
Recent ClinicalTrials:Intravenous Lacosamide Compared With Fosphenytoin in the Treatment of Patients With Frequent Nonconvulsive Seizures
Recent EU Clinical Trials:A Multicenter, Open-Label, Follow-Up Study to Assess the Long-Term Use of Oral Lacosamide in Study Participants Who Completed EP0034 or SP848 and Received Lacosamide Treatment
Description Lincomycin is an antibiotic active against grampositive bacteria. Occupational exposure occurs in poultry and pig breeders. Lincomycin was isolated from a strain of Streptomyces lincolnensis in the Upjohn Research Laboratories. Lincosamides are also produced by S. roseolus, S. caelestis, and Monomicrospora halophytica. They consist of an amino acid connected to a sugar by an amide bond. It is available for intravenous, intramuscular, oral, and rectal use. Absorption after oral administration is up to one-third of the dose and plasma protein binding is around 75%. Because of the superior activity and bioavailability of clindamycin, lincomycin is now infrequently used clinically, but it is still available in some countries, in particular for skin and skin structure infections. Thus, the information in this chapter will primarily apply to clindamycin. Many chemical modifications of the lincomycin molecule have been developed and, of these, clindamycin (7-chloro-7-deoxylincomycin) is the most promising and clinically superior to lincomycin.
Uses Lincomycin (Clindamycin Phosphate EP Impurity A) is a lincosamide antibiotic that forms cross-links within the peptidyl transferase loop region of the 23S rRNA. Inhibits bacterial protein synthesis. Antibacterial.This compound is a contaminant of emerging concern (CECs). An antibiotic produced by Streptomyces lincolnensis. Antibacterial Lincomycin is a polar, water soluble, broad spectrum antibiotic first isolated from Streptomyces licolnensis by researchers at Upjohn in 1962. Lincomycin was the first of a unique structural class, the lincosamides, containing a rare amino acid, 4-propyl-N-methylproline, coupled to an equally rare aminomethylthio-octopyranoside sugar. Lincomycin and semi-synthetic analogues are often incorrectly considered to be aminoglycosides but share little or no structural similarity. Lincomycin is a broad spectrum antibiotic with activity against anaerobic bacteria and protozoans. Lincomycin acts by binding to the 23S ribosomal subunit, blocking protein synthesis. Lincomycin has been extensively studied with over 7,000 literature citations.
Therapeutic Function Antibacterial
Clinical Use Lincomycin is a natural product isolated from fermentations of Streptomyces lincolnensisvar. lincolnensis. It is active against Gram-positive organisms, including some anaerobes. It is indicated for the treatment of serious infections caused by sensitive strains of streptococci, pneumococci, and staphylococci. It generally is reserved for patients who are allergic to penicillin because of the increased risk of pseudomembranous colitis. It also serves as the starting material for the synthesis of clindamycin (by a SN-2 reaction that inverts the R stereochemistry of the C-7 hydroxyl to a C-7 S-chloride).

Technology Process of Lincolcina

There total 12 articles about Lincolcina which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.4%

: C₃₄H₆₁N₃O₉SSi₃

: 154-21-2
lincomycin

Guidance literature:: With potassium carbonate; In methanol; at 130 ℃; for 20h;

Reference yield:

: C₂₀H₃₇N₃O₈S

: 154-21-2
lincomycin

Guidance literature:: With pyridoxal 5'-phosphate; LmbF enzyme; S-methyltransferase LmbG; S-adenosyl-L-methionine; In aq. phosphate buffer; at 30 ℃; for 2h; pH=7.5; Enzymatic reaction;
DOI:10.1021/jacs.6b01751