Introduction：Basic information about Lefamulin acetate CAS 1350636-82-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Lefamulin acetate Basic information
| Product Name: | Lefamulin acetate |
| Synonyms: | WSMXIQXWHPSVDE-WHAUHWDVSA-N;BC-3781;BC 3781;BC3781;Lefamulin acetate;BC-3781 ACETATE;Lefamulin acetate (BC-3781 acetate);WSMXIQXWHPSVDE-WHAUHWDVSA-N USP/EP/BP;Inhibitor,Lefamulin,BC 3781,BC3781,Lefamulin acetate,inhibit,BC-3781,Bacterial,Antibiotic;Lefamulin acetate (Xenleta) |
| CAS: | 1350636-82-6 |
| MF: | C30H49NO7S |
| MW: | 567.78 |
| EINECS: | 208-388-5 |
| Product Categories: | |
| Mol File: | 1350636-82-6.mol |
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Lefamulin acetate Chemical Properties
| storage temp. | Store at -20°C |
| solubility | DMSO:100.0(Max Conc. mg/mL);176.12(Max Conc. mM) |
| form | Solid |
| color | White to off-white |
| InChI | InChI=1/C28H45NO5S.C2H4O2/c1-6-26(4)14-22(34-23(32)15-35-21-8-7-18(29)13-20(21)31)27(5)16(2)9-11-28(17(3)25(26)33)12-10-19(30)24(27)28;1-2(3)4/h6,16-18,20-22,24-25,31,33H,1,7-15,29H2,2-5H3;1H3,(H,3,4)/t16-,17+,18-,20-,21-,22-,24+,25+,26-,27?,28?;/s3 |
| InChIKey | WSMXIQXWHPSVDE-IHBHSJRLNA-N |
| SMILES | C(=O)(O)C.C[C@H]1[C@@H]([C@](C[C@@H](OC(=O)CS[C@@H]2CC[C@@H](N)C[C@H]2O)C2([C@H](C)CCC31CCC(=O)[C@]32[H])C)(C)C=C)O |&1:5,6,7,9,15,18,21,24,33,r| |
Safety Information
Lefamulin acetate Usage And Synthesis
| Chemical Properties | Lefamulin acetate is a white to off-white solid. It is a stable compound (requiring no special storage conditions) which is highly soluble in water and 0.9% sodium chloride solution (>300mg/ml). The hydration level of lefamulin acetate at ambient conditions is typically below 1% w/w. |
| Uses | Lefamulin (BC-3781) acetate is an orally active antibiotic. Lefamulin acetate inhibits protein synthesis by binding to the peptidyl transferase center of the 50S bacterial ribosome. Lefamulin acetate has anti-inflammatory activity. Lefamulin acetate can be used in the research of bacterial infections, such as bacterial pneumonia. |
| Definition | Lefamulin acetate is a single stereoisomer semi-synthetically derived from pleuromutilin, a homochiral, natural fermentation product of known absolute stereochemistry. Lefamulin acetate is a diastereomer with R-configuration at carbons of the cyclohexane moiety. The absolute configuration of the active substance has been confirmed by single-crystal structure determination. |
| Antimicrobial activity | Lefamulin acetate has activity against Gram-positive bacteria including MRSA, and atypical bacteria, especially those causing CAPB (i.e. Streptococcus pneumonia, Haemophilus influenzae, Mycoplasma pneumoniae, Legionella pneumophila, Chlamydophila pneumoniae). It also has activity against Gram-negative organisms. |
| in vivo | Lefamulin (10-140 mg/kg, s.c.) acetate shows anti-inflammatory effect on LPS-induced lung neutrophilia mouse model[4].
Lefamulin (1.25-160 mg/kg, s.c.) acetate shows antibacterial effect in S. pneumoniae or S. aureus challenged lung infection mice[5].
| Animal Model: | LPS-induced lung neutrophilia mouse model[4] | | Dosage: | 10-140 mg/kg | | Administration: | Subcutaneous injection (s.c.) | | Result: | Reduced BALF neutrophil cell counts.
Reduced pro-inflammatory cytokine (TNF-α, IL-6, IL-1β, and GM-CSF), chemokine (CXCL-1, CXCL-2, and CCL-2) and MMP-9 levels in mouse lung tissue. |
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Lefamulin acetate Preparation Products And Raw materials
| Raw materials | Cyclohexene, 4-isocyanato-, (4R)--->1350636-88-2-->Lefamulin-->tert-butyl N-[(1R)-cyclohex-3-en-1-yl]carbamate-->tert-butyl N-[(1R,3R,4R)-3-hydroxy-4-sulfanylcyclohexyl]carbamate-->TiaMulin Related CoMpound A-->{(1R,2R,4R)-4-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzene-carbothioate-->(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID-->3-Cyclohexenecarboxylic acid-->Acetic acid |
