CAS 992-21-2

Lymécycline

Description :

Lymécycline est un antibiotique semi-synthétique appartenant à la classe des tétracyclines, principalement utilisé pour traiter diverses infections bactériennes. Il présente une activité antibactérienne à large spectre contre les bactéries Gram-positives et Gram-négatives en inhibant la synthèse des protéines par liaison à la sous-unité ribosomique 30S. Cette action empêche la croissance et la reproduction des bactéries. Lymécycline se caractérise par sa stabilité dans des environnements acides, ce qui améliore sa biodisponibilité lorsqu'il est administré par voie orale. Il est souvent prescrit pour des conditions telles que l'acné, les infections des voies respiratoires et certaines infections cutanées. Le composé est généralement bien toléré, bien qu'il puisse provoquer des effets secondaires tels que des troubles gastro-intestinaux, une photosensibilité et des effets potentiels sur le développement des os et des dents chez les enfants. Comme d'autres tétracyclines, il est contre-indiqué chez les femmes enceintes et les jeunes enfants en raison du risque de décoloration des dents et d'effets squelettiques.

Formule : C₂₉H₃₈N₄O₁₀

InChI : InChI=1/C29H38N4O10/c1-28(42)13-7-6-9-17(34)18(13)22(35)19-14(28)11-15-21(33(2)3)23(36)20(25(38)29(15,43)24(19)37)26(39)32-12-31-16(27(40)41)8-4-5-10-30/h6-7,9,14-16,21,31-32,34-35,39,42-43H,4-5,8,10-12,30H2,1-3H3,(H,40,41)/b26-20+/t14?,15-,16?,21-,28+,29-/m0/s1

Code InChI : InChIKey=AHEVKYYGXVEWNO-UEPZRUIBSA-N

SMILES : O[C@@]12[C@@](C[C@]3(C(=C1O)C(=O)C=4C([C@@]3(C)O)=CC=CC4O)[H])([C@H](N(C)C)C(O)=C(C(NCNCCCC[C@@H](C(O)=O)N)=O)C2=O)[H]

Synonymes :

• (+)-N-(5-Amino-5-carboxypentylaminomethyl)-4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxonaphthacene-2-carboxamide
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, lysinemethylene deriv.
• <span class="text-smallcaps">L</span>-Lysine, N⁶-[[[[(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl]carbonyl]amino]methyl]-
• <span class="text-smallcaps">L</span>-Lysine, N⁶-[[[[4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl]carbonyl]amino]methyl]-, [4S-(4α,4aα,5aα,6β,12aα)]-
• Armyl
• Ciclisin
• Ciclolysal
• Ciclolysine
• Infaciclina
• L-Lysine, N6-[[[[4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl]carbonyl]amino]methyl]-, [4S-(4α,4aα,5aα,6β,12aα)]-
• Limeciclina
• Lisinbiotic
• Lisinciclina
• Lymecyclin
• Lymecycline
• Lysine, N6-[[4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido]methyl]-
• Lysine, N6-[[4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido]methyl]-, L-
• Lysine, N⁶-[[4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido]methyl]-
• Lysine, N⁶-[[4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido]methyl]-, <span class="text-smallcaps">L</span>-
• Mucomycin
• N-Lysinomethyltetracycline
• N2-[[(+)-5-Amino-5-carboxypentylamino]methyl]tetracycline
• N6-[[4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido]methyl]lysine
• N6-[[[[4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-oxtahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl]carbonyl]amino]methyl]-L-lysine
• N²-[[(+)-5-Amino-5-carboxypentylamino]methyl]tetracycline
• N⁶-[[4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido]methyl]lysine
• N⁶-[[[[(4S,4aS,5aS,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl]carbonyl]amino]methyl]-<span class="text-smallcaps">L</span>-lysine
• Tertamyl
• Tetracycline-<span class="text-smallcaps">L</span>-methylenelysine
• Tetracycline-L-methylenelysine
• Tetracyclinemethylenelysine
• Tetralisal
• Tetralysal
• Tetramyl
• Vebicyclysal
• L-Lysine, N6-[[[[(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl]carbonyl]amino]methyl]-
• N~2~-({[(Z)-[(4aS,6S,12aS)-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-1,3,12-trioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracen-2(1H)-ylidene](hydroxy)methyl]amino}methyl)lysine
• (2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione
• N~2~-({[(E)-[(4S,4aS,6S,12aS)-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-1,3,12-trioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracen-2(1H)-ylidene](hydroxy)methyl]amino}methyl)lysine
• N-(N2-lysinomethyl)tetracycline
• N6-[[[[(4S,4aS,5aS,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl]carbonyl]amino]methyl]-L-lysine
• lymecycline USP/EP/BP
• Lymecycline (85%)
• N6-[[(4S)-4β-(Dimethylamino)-1,4,4aβ,5,5aβ,6,11,12a-octahydro-3,6α,10,12,12aβ-pentahydroxy-6-methyl-1,11-dioxonaphthacen-2-yl]carbonylaminomethyl]-L-lysine
• Tetracyclinemethylene lysine

Lymecycline

CAS : 992-21-2

Lymecycline

Formule : C₂₂H₂₃ClN₂O₈

Couleur et forme : Dark Yellow

Masse moléculaire : 478.8796

Ref: 47-218

(2S)-6-[({[(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl]formamido}methyl)amino]-2-aminohexanoic acid

CAS : 992-21-2

(2S)-6-[({[(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl]formamido}methyl)amino]-2-aminohexanoic acid

Formule : C₂₉H₃₈N₄O₁₀

Degré de pureté : 95%

Masse moléculaire : 602.63

Ref: 54-OR1120108

(2S)-6-[({[(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl]formamido}methyl)amino]-2-aminohexanoic acid

CAS : 992-21-2

Formule : C₂₉H₃₈N₄O₁₀

Degré de pureté : 95%

Couleur et forme : Solid

Masse moléculaire : 602.6328

Ref: IN-DA01CC6C

Lymecycline

CAS : 992-21-2

Lymecycline (Mucomycin) is a tetracycline-class antibacterial agent that inhibits bacterial 30S ribosomal protein synthesis, exhibits pH-dependent release in an α-Fe₂O₃ nanocarrier drug delivery system, and can also serve as a template and signal conjugate for molecularly imprinted assays.

Formule : C₂₉H₃₈N₄O₁₀

Couleur et forme : Solid

Masse moléculaire : 602.64

Ref: TM-T20164

Lymecycline-d8 (>80%)

Produit contrôlé

CAS : 992-21-2

Stability Light Sensitive, Temperature Sensitive
Applications Labelled Lymecycline. A semi-synthetic antibiotic related to Tetracycline (T291400). Antibacterial.
References Andrews, C., et al.: Pharm. Res., 17, 639 (2000), Votano, J., et al.: J. Med. Chem., 49, 7169 (2006), Davis, A., et al.: Curr. Opin. Chem. Biol., 8, 378 (2004),

Formule : C₂₉H₃₀D₈N₄O₁₀

Degré de pureté : >80%

Couleur et forme : Neat

Masse moléculaire : 610.68

Ref: TR-L487802

Lymecycline

CAS : 992-21-2

Formule : C₂₉H₃₈N₄O₁₀

Masse moléculaire : 602.64

Ref: 4Z-L-237001

Lymecycline

CAS : 992-21-2

Lymecycline is a tetracycline antibiotic that has been shown to be effective in the treatment of inflammatory bowel disease, chronic arthritis, and experimental models of inflammatory reactions. Lymecycline inhibits epidermal growth factor (EGF) and its receptor EGF-R. This inhibition leads to reduced inflammation in the bowel. Lymecycline also has an anti-inflammatory effect on the skin, inhibiting reactive oxygen species (ROS) production from neutrophils and macrophages. It also reduces the symptoms of toxic epidermal necrolysis by preventing ROS production and reducing cytokines such as TNF-α and IL-1β. Lymecycline binds to magnesium ions, which are necessary for bacterial growth and replication. This binding leads to bacteriostatic activity against bacteria that are sensitive to lymecycline, including Mycobacterium tuberculosis and other infectious diseases. The histological

Formule : C₂₉H₃₈N₄O₁₀

Degré de pureté : Min. 85 Area-%

Couleur et forme : Powder

Masse moléculaire : 602.63 g/mol

Ref: 3D-FL164019

Lymecycline

CAS : 992-21-2

Formule : C₂₉H₃₈N₄O₁₀

Masse moléculaire : 602.6

Ref: BE-RMCT114019

Lymecycline (85%)

CAS : 992-21-2

Stability Temperature sensitive
Applications A semi-synthetic antibiotic related to Tetracycline (T291400). Antibacterial.
References Andrews, C., et al.: Pharm. Res., 17, 639 (2000), Votano, J., et al.: J. Med. Chem., 49, 7169 (2006), Davis, A., et al.: Curr. Opin. Chem. Biol., 8, 378 (2004),

Formule : C₂₉H₃₈N₄O₁₀

Degré de pureté : 85%

Couleur et forme : Neat

Masse moléculaire : 602.63

Ref: TR-L487800

Lymecycline

CAS : 992-21-2

Formule : C₂₉H₃₈N₄O₁₀

Masse moléculaire : 602.64

Ref: ST-EA-CP-L64000