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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

Chlortetracycline hydrochloride

CAS: 64-72-2 Molecular Formula: C22H24Cl2N2O8 Molecular Weight (g/mol): 515.34 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) 515.34
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 C22H24Cl2N2O8
2

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
3

Demeclocycline hydrochloride

CAS: 64-73-3 Molecular Formula: C21H22Cl2N2O8 Molecular Weight (g/mol): 501.313 MDL Number: MFCD00082371 InChI Key: OAPVUSSHCBRCOL-KBHRXELFSA-N Synonym: demeclocycline hydrochloride,demeclocycline hcl,declomycin,detravis,ledermycine,clortetrin,ledermycin,ledermicina,veraciclina,demeplus PubChem CID: 54686764 IUPAC Name: (4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride SMILES: CN(C)C1C2CC3C(C4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O.Cl

PubChem CID 54686764
CAS 64-73-3
Molecular Weight (g/mol) 501.313
MDL Number MFCD00082371
SMILES CN(C)C1C2CC3C(C4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O.Cl
Synonym demeclocycline hydrochloride,demeclocycline hcl,declomycin,detravis,ledermycine,clortetrin,ledermycin,ledermicina,veraciclina,demeplus
IUPAC Name (4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride
InChI Key OAPVUSSHCBRCOL-KBHRXELFSA-N
Molecular Formula C21H22Cl2N2O8
4

Minocycline Hydrochloride 98.0+%, TCI America™

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
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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
6
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Thermo Scientific Chemicals 4-Epioxytetracycline, 'can be used as secondary standard'

CAS: 14206-58-7 Molecular Formula: C22H24N2O9 Molecular Weight (g/mol): 460.43 MDL Number: MFCD00062825 InChI Key: OWFJMIVZYSDULZ-DVJPNYBFSA-N Synonym: 4-epioxytetracyline,unii-73von8sry5,4-epioxytetracycline,73von8sry5,4r,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,hydroxy quatrimycin,oxytetracycline dihydrate specified impurity a ep,oxytetracycline hydrochloride specified impurity a ep,4r,4ar,5s,5ar,6s,12as-4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide,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-, 4r,4ar,5s,5ar,6s,12as PubChem CID: 54678403 IUPAC Name: (4R,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide SMILES: CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O

PubChem CID 54678403
CAS 14206-58-7
Molecular Weight (g/mol) 460.43
MDL Number MFCD00062825
SMILES CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O
Synonym 4-epioxytetracyline,unii-73von8sry5,4-epioxytetracycline,73von8sry5,4r,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,hydroxy quatrimycin,oxytetracycline dihydrate specified impurity a ep,oxytetracycline hydrochloride specified impurity a ep,4r,4ar,5s,5ar,6s,12as-4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide,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-, 4r,4ar,5s,5ar,6s,12as
IUPAC Name (4R,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
InChI Key OWFJMIVZYSDULZ-DVJPNYBFSA-N
Molecular Formula C22H24N2O9
7
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Thermo Scientific Chemicals Metacycline hydrochloride, 98%, sec. Standard

CAS: 3963-95-9 Molecular Formula: C22H22N2O8·HCl Molecular Weight (g/mol): 478.9 MDL Number: MFCD04972012 InChI Key: VXPSARQTYDZXAO-CCHMMTNSSA-N Synonym: methacycline hydrochloride,methacycline hcl,adriamicina,ciclobiotic,germiciclin,rondomycin,metadomus,metacycline hydrochloride,globociclina,metilenbiotic PubChem CID: 54685047 IUPAC Name: (4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride SMILES: CN(C)C1C2C(C3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O.Cl

PubChem CID 54685047
CAS 3963-95-9
Molecular Weight (g/mol) 478.9
MDL Number MFCD04972012
SMILES CN(C)C1C2C(C3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O.Cl
Synonym methacycline hydrochloride,methacycline hcl,adriamicina,ciclobiotic,germiciclin,rondomycin,metadomus,metacycline hydrochloride,globociclina,metilenbiotic
IUPAC Name (4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride
InChI Key VXPSARQTYDZXAO-CCHMMTNSSA-N
Molecular Formula C22H22N2O8·HCl
8

Chlortetracycline HCl, USP Grade, G-Biosciences
SCI_ED

Molecular Weight (g/mol): 515.34 g/mol

Molecular Weight (g/mol) 515.34 g/mol
9

Alkali Scientific Chlortetracycline Hydrochloride, 100 G
SDP

Chlortetracycline hydrochloride is a tetracycline-class antibiotic supplied in a 100 gram laboratory-grade format for microbiological and research applications. It functions by inhibiting bacterial protein synthesis through binding to the 30S ribosomal subunit, preventing amino acid incorporation during translation. This antibiotic exhibits activity against a broad range of Gram-positive and Gram-negative bacteria. It is commonly used in microbiological testing, antimicrobial susceptibility studies, and selective media preparation. The hydrochloride form enhances solubility and stability in aqueous solutions, making it suitable for laboratory use. It is widely applied in research, pharmaceutical development, and microbiology laboratories.

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10

Sigma Aldrich Fine Chemicals Biosciences Doxycycline Hyclate Antimicrobial | CAS 24390-14-5 | MDL MFCD00112304 | 25 GRAMS

"Doxycycline hyclate | Purity: 98-101% | Mol Wt: 512.94 | CAS No: 24390-14-5 | MDL No: MFCD00112304 | 25g"Doxycycline hyclate is an antimicrobial medication that exhibits broad-spectrum activity against bacterial infections. It functions as a bacteriostatic antibiotic by inhibiting bacterial protein synthesis through binding to both 30S and 50S ribosomal subunits in susceptible microorganisms such as Gram-positive, Gram-negative, aerobic, anaerobic, and atypical bacteria. This hygroscopic, yellow, crystalline powder is highly soluble in water and DMSO. It is effective in treating respiratory, genitourinary, ocular, dermatological, and sexually transmitted diseases caused by susceptible strains. In cell culture research applications, doxycycline hyclate is commonly utilized at concentrations ranging from 0.1 to 10 μg/ml.

ENCOMPASS
11

CHEM IMPEX INTL INC DOXYCYCLINE HYCLATE 5G

NC2220009 DOXYCYCLINE HYCLATE 5G

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12

Medchemexpress LLC HY-18257 5mg Medchemexpress, Rolitetracycline CAS:751-97-3 Purity:>98%
SDP

Medchemexpress, HY-18257 5mg Rolitetracycline CAS:751-97-3 Rolitetracycline, a derivative of tetracycline, is a broad-spectrum antibiotic [1] [2] . Rolitetracyclin has a role as a protein synthesis inhibitor, an antiprotozoal drug and a prodrug [3] . Purity:>98% Medchemexpress has over 10000 novel life-science reagents, reference compounds, APIs and natural compounds for laboratory and scientific use. Other quantity can also be offered.

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13

Medchemexpress LLC Oxytetracycline dihydrate | 6153-64-6 | 99.4% | 500 MG
SDP

Oxytetracycline dihydrate is an antibiotic of the tetracycline class, acting as a potent inhibitor of both Gram-negative and Gram-positive bacteria. It functions by preventing the binding of aminoacyl-tRNA to the m-ribosomal RNA complex and also exhibits anti-HSV-1 activity. This compound is synthesized by a type II polyketide synthase from microorganisms, specifically *Streptomyces rimosus*.

  • Inhibits Gram-negative and Gram-positive bacteria
  • Acts as a protein synthesis inhibitor
  • Exhibits anti-HSV-1 activity
  • Light yellow to yellow solid appearance

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14

Medchemexpress LLC Chlortetracycline-13C,d3 hydrochloride | 519.35 g/mol | C21 13CH21D3Cl2N2O8 | 500 UG
SDP

Chlortetracycline-13C,d3 hydrochloride is the 13C- and deuterium-labeled form of chlortetracycline hydrochloride supplied as an analytical reference standard for use in mass spectrometry, chromatographic method development, and tracer studies. It is provided in a microgram pack suitable for analytical laboratories.

  • Isotope-labeled standard for mass spectrometry and tracer studies.
  • Labeled with 13C and d3 for clear mass-shift differentiation.
  • Supplied as the hydrochloride salt for improved stability.
  • Molecular weight 519.35 g/mol.
  • Packaged in a 500 UG quantity suitable for analytical use.

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15

Medchemexpress LLC Rolitetracycline | 751-97-3 | ≥98.0% | 527.57 | 1 ML
SDP

Rolitetracycline is a highly soluble, broad-spectrum antibiotic derived from tetracycline. It inhibits HIV-1 integrase, blocks Aβ fibril formation, and suppresses dengue virus proliferation. It mediates the inhibition of Aβ fibrils via a specific three-dimensional pharmacophore conformation and exhibits bacteriostatic and bactericidal activities. It acts synergistically with Penicillin G or Cephalothin and is a tool compound for studying bacterial infections (urinary tract infections, sepsis), HIV-1 and dengue virus infections, and Alzheimer's disease.

  • Highly soluble, broad-spectrum antibiotic
  • Inhibits HIV-1 integrase
  • Blocks Aβ fibril formation
  • Suppresses dengue virus proliferation
  • Bacteriostatic and bactericidal
  • Acts synergistically with Penicillin G or Cephalothin
  • Tool compound for studying bacterial infections, HIV-1, dengue virus infections, and Alzheimer's disease

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