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Tetracyclines

Organic compounds comprising a linearly fused tetracyclic backbone to which a variety of functional groups can be attached; they have an octahydrotetracene-2-carboxamide skeleton, and are known as derivatives of polycyclic naphthacene carboxamide.

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1

9-Nitro Minocycline Sulfate Salt (85%), TRC

CAS: 153621-80-8 Molecular Formula: C23H26N4O9 . 2(H 2SO4) Molecular Weight (g/mol): 698.62 Synonym: (4S,4aS,5aR,12aS)-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-nitro-1,11-dioxo-2-naphthacenecarboxamide Sulfate Salt,[4S-(4α,4aα,5aα,12aα)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-nitro-1,11-dioxo-2-naphthacenecarboxamid Sulfate Salt ; IUPAC Name: (4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-9-nitro-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide bis(sulfate) SMILES: O=S(O)(O)=O.O[C@]12[C@](C[C@@]3([H])C(C(C4=C(O)C(N(=O)=O)=CC(N(C)C)=C4C3)=O)=C2O)([H])[C@@H](C(O)=C(C1=O)C(N)=O)N(C)C.O=S(O)(O)=O

CAS 153621-80-8
Molecular Weight (g/mol) 698.62
SMILES O=S(O)(O)=O.O[C@]12[C@](C[C@@]3([H])C(C(C4=C(O)C(N(=O)=O)=CC(N(C)C)=C4C3)=O)=C2O)([H])[C@@H](C(O)=C(C1=O)C(N)=O)N(C)C.O=S(O)(O)=O
Synonym (4S,4aS,5aR,12aS)-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-nitro-1,11-dioxo-2-naphthacenecarboxamide Sulfate Salt,[4S-(4α,4aα,5aα,12aα)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-9-nitro-1,11-dioxo-2-naphthacenecarboxamid Sulfate Salt ;
IUPAC Name (4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-9-nitro-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide bis(sulfate)
Molecular Formula C23H26N4O9 . 2(H 2SO4)
2

4-Epi Minocycline (>80%, contains unidentified salts), TRC

CAS: 43168-51-0 Molecular Formula: C23 H27 N3 O7 Molecular Weight (g/mol): 457.48 Synonym: 2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4R,4aS,5aR,12aS)-,2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, [4R-(4α,4aβ,5aβ,12aβ)]-,(4R,4aS,5aR,12aS)-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide,4-Epiminocycline,4-epi-Minocycline,Epiminocycline (USP),Minocycline Hydrochloride Dihydrate Imp. A (EP) IUPAC Name: (4R,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide SMILES: CN(C)[C@@H]1[C@@H]2C[C@@H]3Cc4c(ccc(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N)N(C)C

CAS 43168-51-0
Molecular Weight (g/mol) 457.48
SMILES CN(C)[C@@H]1[C@@H]2C[C@@H]3Cc4c(ccc(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N)N(C)C
Synonym 2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4R,4aS,5aR,12aS)-,2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, [4R-(4α,4aβ,5aβ,12aβ)]-,(4R,4aS,5aR,12aS)-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide,4-Epiminocycline,4-epi-Minocycline,Epiminocycline (USP),Minocycline Hydrochloride Dihydrate Imp. A (EP)
IUPAC Name (4R,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
Molecular Formula C23 H27 N3 O7
3

Δ5a-11-Hydroxy-12-oxo Minocycline Disodium Salt, TRC

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Molecular Weight (g/mol) 499.42
InChI Formula InChI=1S/C23H25N3O7.2Na/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;;/h5-7,11,17,27-29,33H,8H2,1-4H3,(H2,24,32);;/q;2*+1/p-2/t11-,17-,23-;;/m0../s1
Chemical Name or Material Delta5a-11-Hydroxy-12-oxo Minocycline Disodium Salt
SMILES [Na+].[Na+].CN(C)[C@H]1[C@@H]2Cc3cc4c(ccc([O-])c4c(O)c3C(=O)[C@]2(O)C(=O)C(=C1[O-])C(=O)N)N(C)C
Synonym Δ5a-11-Hydroxy-12-oxo Minocycline Disodium Salt,4,7-Bis(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-1,12-dioxo-2-naphthacenecarboxamide Disodium Salt,5a,6-Anhydro Minocycline Disodium Salt
Recommended Storage -20°C
IUPAC Name disodium;(6aS,7S,10aS)-9-carbamoyl-4,7-bis(dimethylamino)-10a,12-dihydroxy-10,11-dioxo-6a,7-dihydro-6H-tetracene-1,8-diolate
Molecular Formula C23 H23 N3 O7 . 2Na
Formula Weight 499.1331