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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 – 10 of 10 results
3

Chlortetracycline hydrochloride, specified according to the requirements of Ph.Eur.

CAS: 64-72-2 Molecular Formula: C22H23ClN2O8·HCl Molecular Weight (g/mol): 515.33 MDL Number: MFCD00082440 InChI Key: QYAPHLRPFNSDNH-CIVPRPTRSA-N Synonym: chlortetracycline hydrochloride,4-epi-chlortetracycline hydrochloride,2-amino hydroxy methylidene-7-chloro-4-dimethylamino-6,10,11,12a-tetrahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione hydrochloride,2-azanyl oxidanyl methylidene-7-chloranyl-4-dimethylamino-6-methyl-6,10,11,12a-tetrakis oxidanyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione hydrochloride PubChem CID: 66577600 IUPAC Name: (4S,4aR,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride SMILES: CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C(C=CC(=C41)Cl)O)O)O)O)C(=O)N)N(C)C)O.Cl

PubChem CID 66577600
CAS 64-72-2
Molecular Weight (g/mol) 515.33
MDL Number MFCD00082440
SMILES CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C(C=CC(=C41)Cl)O)O)O)O)C(=O)N)N(C)C)O.Cl
Synonym chlortetracycline hydrochloride,4-epi-chlortetracycline hydrochloride,2-amino hydroxy methylidene-7-chloro-4-dimethylamino-6,10,11,12a-tetrahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione hydrochloride,2-azanyl oxidanyl methylidene-7-chloranyl-4-dimethylamino-6-methyl-6,10,11,12a-tetrakis oxidanyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione hydrochloride
IUPAC Name (4S,4aR,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride
InChI Key QYAPHLRPFNSDNH-CIVPRPTRSA-N
Molecular Formula C22H23ClN2O8·HCl
4

Minocycline Hydrochloride, MP Biomedicals™

CAS: 13614-98-7 Molecular Formula: C23H28ClN3O7 Molecular Weight (g/mol): 493.94 MDL Number: MFCD00083669 InChI Key: KDLQIOPKJDNQIM-WUURTAMISA-N Synonym: minocycline hydrochloride,minocycline hcl,minomycin,minocin,minocycline chloride,arestin,vectrin,minomax,periocline,tri-mino PubChem CID: 54685925 IUPAC Name: hydrogen (2Z,4S,4aS,5aR,12aS)-2-[amino(hydroxy)methylidene]-4,7-bis(dimethylamino)-10,11,12a-trihydroxy-1,2,3,4,4a,5,5a,6,12,12a-decahydrotetracene-1,3,12-trione chloride SMILES: [H+].[Cl-].CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=CC(O)=C4C(O)=C3C(=O)[C@]2(O)C(=O)\C(=C(\N)O)C1=O)N(C)C

PubChem CID 54685925
CAS 13614-98-7
Molecular Weight (g/mol) 493.94
MDL Number MFCD00083669
SMILES [H+].[Cl-].CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=CC(O)=C4C(O)=C3C(=O)[C@]2(O)C(=O)\C(=C(\N)O)C1=O)N(C)C
Synonym minocycline hydrochloride,minocycline hcl,minomycin,minocin,minocycline chloride,arestin,vectrin,minomax,periocline,tri-mino
IUPAC Name hydrogen (2Z,4S,4aS,5aR,12aS)-2-[amino(hydroxy)methylidene]-4,7-bis(dimethylamino)-10,11,12a-trihydroxy-1,2,3,4,4a,5,5a,6,12,12a-decahydrotetracene-1,3,12-trione chloride
InChI Key KDLQIOPKJDNQIM-WUURTAMISA-N
Molecular Formula C23H28ClN3O7
5

Sancycline Hydrochloride, TRC

CAS: 6625-20-3 Chemical Name or Material: Sancycline Hydrochloride Formula Weight: 450.1194 InChI Formula: InChI=1S/C21H22N2O7.ClH/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29;/h3-5,9-10,15,24,26-27,30H,6-7H2,1-2H3,(H2,22,29);1H/t9-,10-,15-,21-;/m0./s1 IUPAC Name: (4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride Molecular Formula: C21 H22 N2 O7 . Cl H Molecular Weight (g/mol): 450.87 Recommended Storage: -20°C SMILES: Cl.CN(C)[C@H]1[C@@H]2C[C@@H]3Cc4cccc(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N Synonym: 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, monohydrochloride, (4S,4aS,5aR,12aS)- (9CI),2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, monohydrochloride (8CI),2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, monohydrochloride, [4S-(4α,4aα,5aα,12aα)]-,6-Demethyl-6-deoxytetracycline hydrochloride,NSC 51812,Sancycline hydrochloride

CAS 6625-20-3
Molecular Weight (g/mol) 450.87
InChI Formula InChI=1S/C21H22N2O7.ClH/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29;/h3-5,9-10,15,24,26-27,30H,6-7H2,1-2H3,(H2,22,29);1H/t9-,10-,15-,21-;/m0./s1
Chemical Name or Material Sancycline Hydrochloride
Synonym 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, monohydrochloride, (4S,4aS,5aR,12aS)- (9CI),2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, monohydrochloride (8CI),2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, monohydrochloride, [4S-(4α,4aα,5aα,12aα)]-,6-Demethyl-6-deoxytetracycline hydrochloride,NSC 51812,Sancycline hydrochloride
SMILES Cl.CN(C)[C@H]1[C@@H]2C[C@@H]3Cc4cccc(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N
Recommended Storage -20°C
Molecular Formula C21 H22 N2 O7 . Cl H
IUPAC Name (4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride
Formula Weight 450.1194
6

4-Epianhydrotetracycline Hydrochloride Hydrate (>85%), TRC

Molecular Formula: C22H22N2O7.HCl.H2O Molecular Weight (g/mol): 480.9 Synonym: (4R,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide Hydrochloride IUPAC Name: (4R,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide hydrochloride hydrate SMILES: O[C@@]12[C@]([H])([C@@H](N(C)C)C(O)=C(C(N)=O)C2=O)CC3=C(C4=CC=CC(O)=C4C(O)=C3C1=O)C.Cl.O

Molecular Weight (g/mol) 480.9
SMILES O[C@@]12[C@]([H])([C@@H](N(C)C)C(O)=C(C(N)=O)C2=O)CC3=C(C4=CC=CC(O)=C4C(O)=C3C1=O)C.Cl.O
Synonym (4R,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide Hydrochloride
IUPAC Name (4R,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide hydrochloride hydrate
Molecular Formula C22H22N2O7.HCl.H2O
7

N-Desmethyl Doxycycline, TRC

CAS: 86271-83-2 Molecular Formula: C21H22N2O8 Molecular Weight (g/mol): 430.41 Synonym: [4S-(4alpha,4aalpha,5alpha,5aalpha,6alpha,12aalpha)]-1,4,4a,5,5a,6,11,12a-Octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-4-(methylamino)-1,11-dioxo-2-naphthacenecarboxamide SMILES: CN[C@H]1[C@@H]2[C@@H](O)[C@@H]3[C@@H](C)c4cccc(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N

CAS 86271-83-2
Molecular Weight (g/mol) 430.41
SMILES CN[C@H]1[C@@H]2[C@@H](O)[C@@H]3[C@@H](C)c4cccc(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N
Synonym [4S-(4alpha,4aalpha,5alpha,5aalpha,6alpha,12aalpha)]-1,4,4a,5,5a,6,11,12a-Octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-4-(methylamino)-1,11-dioxo-2-naphthacenecarboxamide
Molecular Formula C21H22N2O8
8

Oxytetracycline Dihydrate, TRC

CAS: 6153-64-6 Chemical Name or Material: Oxytetracycline dihydrate Formula Weight: 496.1693 InChI Formula: InChI=1S/C22H24N2O9.2H2O/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;;/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);2*1H2/t12-,13-,14+,17+,21-,22+;;/m1../s1 IUPAC Name: (4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;dihydrate Molecular Formula: C22 H24 N2 O9 . 2 H2 O Molecular Weight (g/mol): 496.46 Recommended Storage: -20°C SMILES: O.O.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N)C(=O)c4c(O)cccc4[C@@]3(C)O Synonym: Oxytetracycline dihydrate,2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, hydrate (1:2), (4S,4aR,5S,5aR,6S,12aS)-,2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, dihydrate (8CI),2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, dihydrate, (4S,4aR,5S,5aR,6S,12aS)- (9CI),2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, dihydrate, [4S-(4α,4aα,5α,5aα,6β,12aα)]-,(4S,4aR,5S,5aR,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide dihydrate,5-Hydroxytetracycline dihydrate,Nitox

CAS 6153-64-6
Molecular Weight (g/mol) 496.46
InChI Formula InChI=1S/C22H24N2O9.2H2O/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;;/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);2*1H2/t12-,13-,14+,17+,21-,22+;;/m1../s1
Chemical Name or Material Oxytetracycline dihydrate
Synonym Oxytetracycline dihydrate,2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, hydrate (1:2), (4S,4aR,5S,5aR,6S,12aS)-,2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, dihydrate (8CI),2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, dihydrate, (4S,4aR,5S,5aR,6S,12aS)- (9CI),2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, dihydrate, [4S-(4α,4aα,5α,5aα,6β,12aα)]-,(4S,4aR,5S,5aR,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide dihydrate,5-Hydroxytetracycline dihydrate,Nitox
SMILES O.O.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N)C(=O)c4c(O)cccc4[C@@]3(C)O
Recommended Storage -20°C
Molecular Formula C22 H24 N2 O9 . 2 H2 O
IUPAC Name (4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;dihydrate
Formula Weight 496.1693
9

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

High-purity organic molecules and analytical standards, strategically delivered worldwide to empower innovation and commercial success.

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
10

4-Epianhydrochlortetracycline hydrochloride, can be used as secondary standard, Thermo Scientific Chemicals

CAS: 158018-53-2 Molecular Formula: C22H21ClN2O7·HCl Molecular Weight (g/mol): 497.33 MDL Number: MFCD00143313 InChI Key: ISGAAFMBTIWTEU-PXAZKYFKSA-N Synonym: 4-epianhydrochlortetracycline hydrochloride,4-epianhydrochlortetracycline hcl,epianhydrochlortetracycline hydrochloride,2z,4r,4as,12as-2-amino hydroxy methylidene-7-chloro-4-dimethylamino-10,11,12a-trihydroxy-6-methyl-4a,5-dihydro-4h-tetracene-1,3,12-trione hydrochloride,4r,4as,12ar-7-chloro-4-dimethylamino-1,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-3,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide-hydrogen chloride 1/1,4r,4as,12as-7-chloro-4-dimethylamino-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-4a,5-dihydro-4h-tetracene-2-carboxamide hydrochloride,4r-4,a,4a,a,12a,a-7-chloro-4-dimethylamino-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide monohydrochloride PubChem CID: 54710413 IUPAC Name: (4R,4aS,12aR)-7-chloro-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide;hydrochloride SMILES: CC1=C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C(C=CC(=C14)Cl)O)O)O)O)C(=O)N)N(C)C.Cl

PubChem CID 54710413
CAS 158018-53-2
Molecular Weight (g/mol) 497.33
MDL Number MFCD00143313
SMILES CC1=C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C(C=CC(=C14)Cl)O)O)O)O)C(=O)N)N(C)C.Cl
Synonym 4-epianhydrochlortetracycline hydrochloride,4-epianhydrochlortetracycline hcl,epianhydrochlortetracycline hydrochloride,2z,4r,4as,12as-2-amino hydroxy methylidene-7-chloro-4-dimethylamino-10,11,12a-trihydroxy-6-methyl-4a,5-dihydro-4h-tetracene-1,3,12-trione hydrochloride,4r,4as,12ar-7-chloro-4-dimethylamino-1,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-3,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide-hydrogen chloride 1/1,4r,4as,12as-7-chloro-4-dimethylamino-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-4a,5-dihydro-4h-tetracene-2-carboxamide hydrochloride,4r-4,a,4a,a,12a,a-7-chloro-4-dimethylamino-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide monohydrochloride
IUPAC Name (4R,4aS,12aR)-7-chloro-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide;hydrochloride
InChI Key ISGAAFMBTIWTEU-PXAZKYFKSA-N
Molecular Formula C22H21ClN2O7·HCl