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Tetracyclines

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 – 15 of 15 results
2

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
3

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

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
5

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
7

Rolitetracycline, MedChemExpress

MedChemExpress Rolitetracycline, a derivative of tetracycline, is a broad-spectrum antibiotic. Rolitetracyclin has a role as a protein synthesis inhibitor, an antiprotozoal drug and a prodrug.

ENCOMPASS_PREFERRED
Molecular Weight (g/mol) 527.57
Color Light Brown
Physical Form Solid
Chemical Name or Material Rolitetracycline
Grade Research
SMILES O=C(C(C1=O)=C(O)[C@@H](N(C)C)[C@]2([H])C[C@]3([H])[C@](C)(O)C4=C(C(C3=C(O)[C@@]21O)=O)C(O)=CC=C4)NCN5CCCC5
For Use With (Application) COVID-19-immunoregulation
Percent Purity 95.0%
CAS 751-97-3
Solubility Information H2O : 10 mg/mL (18.95 mM; Need ultrasonic and warming) ∣Ethanol : < 1 mg/mL (ultrasonic;warming;heat to 60°C) (insoluble) ∣DMSO : < 1 mg/mL (ultrasonic;warming;heat to 60°C) (insoluble or slightly soluble)
Purity Grade Notes Research
Recommended Storage Powder -20°C 3 years∣In solvent -80°C 6 months, -20°C 1 month
Shelf Life Powder -20°C 3 years∣In solvent -80°C 6 months, -20°C 1 month
Molecular Formula C27H33N3O8
Formula Weight 527.57
8

Omadacycline hydrochloride, MedChemExpress

MedChemExpress Omadacycline (PTK 0796) hydrochloride, a first-in-class orally active aminomethylcycline antibacterial, is a member of the tetracycline class of antibiotics.

ENCOMPASS_PREFERRED
Molecular Weight (g/mol) 593.11
Color Dark Brown
Physical Form Solid
Chemical Name or Material Omadacycline hydrochloride
Grade Research
SMILES O=C(C1=C(O)[C@@H](N(C)C)[C@@](C[C@@]2([H])C(C(C3=C(O)C(CNCC(C)(C)C)=CC(N(C)C)=C3C2)=O)=C4O)([H])[C@@]4(O)C1=O)N.Cl
For Use With (Application) COVID-19-immunoregulation
Percent Purity 98.02%
CAS 1196800-39-1
Solubility Information DMSO : 105 mg/mL (177.03 mM; Need ultrasonic) ∣H2O : ≥ 50 mg/mL (84.30 mM)
Synonym PTK0796 hydrochloride Amadacycline hydrochloride
Purity Grade Notes Research
Recommended Storage -20°C, sealed storage, away from moisture∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture)
Shelf Life -20°C, sealed storage, away from moisture∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture)
Molecular Formula C29H40N4O7.HCl
Formula Weight 593.11
9

Oxytetracycline, MedChemExpress

MedChemExpress Oxytetracycline is an antibiotic belonging to the tetracycline class. Oxytetracycline potent inhibits Gram-negative and Gram-positive bacteria. Oxytetracycline is a protein synthesis inhibitor and prevents the binding from aminoacil-tRNA to the complex m-ribosomal RNA. Oxytetracycline also possesses anti-HSV-1 activity.

ENCOMPASS_PREFERRED
Molecular Weight (g/mol) 460.43
Color Light Yellow
Physical Form Powder
Chemical Name or Material Oxytetracycline
Grade Research
SMILES O=C(C(C1=O)=C(O)[C@@H](N(C)C)[C@]2([H])[C@@H](O)[C@]3([H])[C@](C)(O)C4=C(C(C3=C(O)[C@@]21O)=O)C(O)=CC=C4)N
For Use With (Application) COVID-19-anti-virus
Percent Purity 98.07%
CAS 79-57-2
Solubility Information DMSO : ≥ 50 mg/mL (108.59 mM) ∣H2O : 0.67 mg/mL (1.46 mM; Need ultrasonic)
Health Hazard 1 H302∣H312∣H332∣H350∣H360
Purity Grade Notes Research
Recommended Storage Powder -20°C 3 years, 4°C 2 years∣In solvent -80°C 6 months, -20°C 1 month
Shelf Life Powder -20°C 3 years, 4°C 2 years∣In solvent -80°C 6 months, -20°C 1 month
Molecular Formula C22H24N2O9
Formula Weight 460.43
10

Methacycline hydrochloride, MedChemExpress

MedChemExpress Methacycline hydrochloride is a tetracycline antibiotic and can inhibits bacterial protein synthesis. Methacycline hydrochloride is a potent epithelial-mesenchymal transition (EMT) inhibitor. Methacycline hydrochloride blocks EMT in vitro and fibrogenesis in vivo without directly affecting TGF-β1 Smad signaling. Methacycline hydrochloride is an antimicrobial and has the potential for pulmonary fibrosis.

ENCOMPASS_PREFERRED
Molecular Weight (g/mol) 478.88
Color Yellow
Physical Form Solid
Chemical Name or Material Methacycline hydrochloride
Grade Research
SMILES O[C@@](C(O)=C(C(C1=C2C=CC=C1O)=O)[C@](C2=C)([H])[C@@H]3O)(C(C(C(N)=O)=C4O)=O)[C@]3([H])[C@@H]4N(C)C.Cl
For Use With (Application) COVID-19-immunoregulation
Percent Purity 99.53%
CAS 3963-95-9
Solubility Information DMSO : 50 mg/mL (104.41 mM; Need ultrasonic) ∣H2O : 6.67 mg/mL (13.93 mM; Need ultrasonic)
Health Hazard 1 H315∣H319∣H335∣H350∣H360
Purity Grade Notes Research
Recommended Storage 4°C, sealed storage, away from moisture∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture)
Shelf Life 4°C, sealed storage, away from moisture∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture)
Molecular Formula C22H23ClN2O8
Formula Weight 478.88
11

Minocycline hydrochloride, MedChemExpress

MedChemExpress Minocycline hydrochloride is an orally active, potent and BBB-penetrated semi-synthetic tetracycline antibiotic.

ENCOMPASS_PREFERRED
Molecular Weight (g/mol) 493.94
Color Yellow
Physical Form Powder
Chemical Name or Material Minocycline hydrochloride
Grade Research
SMILES OC1=C(C(N)=O)C([C@@]2(O)C(O)=C3C(C4=C(O)C=CC(N(C)C)=C4C[C@@]3([H])C[C@@]2([H])[C@@H]1N(C)C)=O)=O.Cl
For Use With (Application) COVID-19-immunoregulation
Percent Purity 98.47%
CAS 13614-98-7
Solubility Information H2O : 10 mg/mL (20.25 mM; Need ultrasonic) ∣DMSO : 0.49 mg/mL (0.99 mM; Need ultrasonic and warming)
Health Hazard 1 H315∣H319∣H335∣H351∣H361
Purity Grade Notes Research
Recommended Storage 4°C, sealed storage, away from moisture∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture)
Shelf Life 4°C, sealed storage, away from moisture∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture)
Molecular Formula C23H28ClN3O7
Formula Weight 493.94
12

Sancycline, MedChemExpress

MedChemExpress Sancycline is a rare semi-synthetic tetracycline prepared by hydrogenolysis of the chloro and benzylic hydroxy moieties of Declomycin.

ENCOMPASS_PREFERRED
Molecular Weight (g/mol) 414.41
Color Earth Yellow
Physical Form Solid
Chemical Name or Material Sancycline
Grade Research
SMILES O=C(C(C1=O)=C(O)[C@@H](N(C)C)[C@]2([H])C[C@]3([H])CC4=C(C(C3=C(O)[C@@]21O)=O)C(O)=CC=C4)N
For Use With (Application) COVID-19-immunoregulation
Percent Purity 99.12%
CAS 808-26-4
Solubility Information DMSO : 8.33 mg/mL (20.10 mM; ultrasonic and warming and heat to 60°C)
Synonym Bonomycin 6-Demethyl-6-deoxytetracycline
Purity Grade Notes Research
Recommended Storage Powder -20°C 3 years, 4°C 2 years∣In solvent -80°C 6 months, -20°C 1 month
Shelf Life Powder -20°C 3 years, 4°C 2 years∣In solvent -80°C 6 months, -20°C 1 month
Molecular Formula C21H22N2O7
Formula Weight 414.41
13

Demeclocycline hydrochloride, MedChemExpress

MedChemExpress Demeclocycline hydrochloride is a tetracycline antibiotic; is an antibiotic in the treatment of Lyme disease, acne, and bronchitis.

ENCOMPASS_PREFERRED
Molecular Weight (g/mol) 501.31
Color Light Yellow
Physical Form Powder
Chemical Name or Material Demeclocycline hydrochloride
Grade Research
SMILES O=C(C(C1=O)=C(O)[C@@H](N(C)C)[C@]2([H])C[C@]3([H])[C@H](O)C4=C(C(C3=C(O)[C@@]21O)=O)C(O)=CC=C4Cl)N.Cl
For Use With (Application) COVID-19-immunoregulation
Percent Purity 95.09%
CAS 64-73-3
Solubility Information DMSO : 100 mg/mL (199.48 mM; Need ultrasonic) ∣H2O : 20 mg/mL (39.90 mM; Need ultrasonic and warming)
Health Hazard 1 H317∣H350∣H360
Purity Grade Notes Research
Recommended Storage 4°C, sealed storage, away from moisture∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture)
Shelf Life 4°C, sealed storage, away from moisture∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture)
Molecular Formula C21H22Cl2N2O8
Formula Weight 501.31
14

Doxycycline (hyclate), MedChemExpress

MedChemExpress Doxycycline hyclate, an antibiotic, is an orally active and broad-spectrum metalloproteinase (MMP) inhibitor. Doxycycline hyclate shows antibacterial activity and anti-cancer cell proliferation activity.

ENCOMPASS_PREFERRED
Molecular Weight (g/mol) 512.94
Color Yellow
Physical Form Powder
Chemical Name or Material Doxycycline (hyclate)
Grade Research
SMILES O=C(C(C1=O)=C(O)[C@@H](N(C)C)[C@]2([H])[C@@H](O)[C@]3([H])[C@@H](C)C4=C(C(C3=C(O)[C@@]21O)=O)C(O)=CC=C4)N.Cl.[0.5H2O].[0.5C2H6O]
For Use With (Application) COVID-19-immunoregulation
Percent Purity 98.0%
CAS 24390-14-5
Solubility Information DMSO : 240 mg/mL (467.89 mM; Need ultrasonic) ∣H2O : 125 mg/mL (243.69 mM; Need ultrasonic)
Synonym Doxycycline hydrochloride hemiethanolate hemihydrate WC2031
Purity Grade Notes Research
Recommended Storage 4°C, sealed storage, away from moisture and light∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture and light)
Shelf Life 4°C, sealed storage, away from moisture and light∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture and light)
Molecular Formula C22H24N2O8.1/2C2H6O.ClH.1/2H2O
Formula Weight 512.94
15

Omadacycline tosylate, MedChemExpress

MedChemExpress Omadacycline (PTK 0796) tosylate, a first-in-class orally active aminomethylcycline antibacterial, is a member of the tetracycline class of antibiotics.

ENCOMPASS_PREFERRED
Molecular Weight (g/mol) 728.85
Color Yellow
Physical Form Powder
Chemical Name or Material Omadacycline tosylate
Grade Research
SMILES O=C(C1=C(O)[C@@H](N(C)C)[C@@](C[C@@]2([H])C(C(C3=C(O)C(CNCC(C)(C)C)=CC(N(C)C)=C3C2)=O)=C4O)([H])[C@@]4(O)C1=O)N.OS(=O)(C5=CC=C(C)C=C5)=O
For Use With (Application) COVID-19-immunoregulation
Percent Purity 99.37%
CAS 1075240-43-5
Solubility Information H2O : 12.5 mg/mL (17.15 mM; Need ultrasonic)
Synonym PTK 0796 tosylateAmadacycline tosylate
Purity Grade Notes Research
Recommended Storage 4°C, sealed storage, away from moisture and light∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture and light)
Shelf Life 4°C, sealed storage, away from moisture and light∣In solvent : -80°C, 6 months∣-20°C, 1 month (sealed storage, away from moisture and light)
Molecular Formula C36H48N4O10S
Formula Weight 728.85