Tetracycline hydrochloride
A hydrochloride salt of tetracycline, a broad-spectrum, primarily bacteriostatic antibiotic active against susceptible Gram-positive and Gram-negative bacteria, as well as certain atypical and intracellular pathogens. Tetracycline reversibly binds to the bacterial 30S ribosomal subunit, preventing aminoacyl-tRNA attachment to the ribosomal acceptor site and inhibiting protein synthesis. It has been used to treat acne, respiratory tract infections, chlamydial infections, rickettsial diseases, and other susceptible bacterial infections. Its clinical use is limited by bacterial resistance and the availability of newer tetracyclines
CAS Number: 64-75-5
Molecular Mass: 480.9 g/mol
Formula: C22H25ClN2O8
Smiles: CN(C)[C@@H]1C(O)=C(C(N)=O)C(=O)[C@@]2(O)C(O)=C3C(=O)c4c(O)cccc4[C@@](C)(O)[C@H]3C[C@@H]12.Cl
Synonymes:
Tetracycline hydrochloride, 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, hydrochloride (1:1), (4S,4aS,5aS,6S,12aS)-, RefChem:476354, TETRACYCLINE HYDROCHLORIDE, 64-75-5, Tetracycline HCl, Achromycin hydrochloride, Bristacycline, Sustamycin, Tetracycline.HCl, Cyclopar, Sumycin, Achromycin V, Neocycline b, Tetracycline (hydrochloride), Vetquamycin 324, Supramycin, Telotrex, NSC-757338, Quatrex, (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-octahydrotetracene-2-carboxamide hydrochloride, 2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride,(4S,4aS,5aS,6S,12aS)-, DTXSID6021321, P6R62377KV, Dumocyclin, MFCD00078142, (4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide, hydrochloride, (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-naphthacenecarboxamide monohydrochloride, DTXCID701321, Hostacycline, Mephacyclin, Quadracycline, Remicyclin, Stilciclina, Tetrabakat, Tetracompren, Tetralution, Tetramavan, Topicycline, Triphacyclin, Actisite, Artomycin, Diacycine, Partrex, Piracaps, Ricycline, Subamycin, Tefilin, Tetrabid, Tetrablet, Tetracaps, Tetrakap, Tetramed, Tetrosol, Paltet, Qidtet, Retet, Teline, Unicin, Tetra-wedel, Neocyclin B, Ro-Cycline, TetraSURE, Tet-cy, Tetra-D, Vetquamycin-324, Cancycline-250, (4S,6S,12aS,4aS,5aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,1 1-dioxo-4,5,6,12a,4a,5a-hexahydronaphthacene-2-carboxamide, chloride, Cefracycline tablets, Tetracycline chloride, Panmycin hydrochloride, Sentry av ornacycline, T-250 Capsules, Tetracyn hydrochloride, Tetraciclina cloridrato, ALA TET, Chlorowodorku tetracykliny, Chlorhydrate de tetracycline, UNII-P6R62377KV, CCRIS 2351, SR-01000000212, SR-05000001723, (-)-Tetrahcycline hydrochloride, Tetracycline hydrochloride [JAN], Tetraciclina cloridrato [Italian], NCI-C55561, Chlorowodorku tetracykliny [Polish], Prestwick_434, EINECS 200-593-8, Bristacycline (TN), Chlorhydrate de tetracycline [French], Tetracycline hydrochloride [USP:JAN], 64-75-5 (HCl), Tetracycline hydrochloride (internal use), AI3-50120, CAS-64-75-5, NCGC00016291-01, Tetracyclini hydrochloridum, EC 200-593-8, U-5965, SCHEMBL34248, Tetracycline hydrochloride RS, SPECTRUM1500566, Tetracycline hydrochloride CRS, CHEMBL454950, MSK4102A, orb1310176, orb3140166, NCI-c55561, Tetracycline HCl, SCHEMBL26690403, SCHEMBL29536013, HY-B0474R, Tetracycline hydrochloride - USP, Tetracycline hydrochloride, powder, XMEVHPAGJVLHIG-FMZCEJRJSA-N, HMS1568K22, HMS1921C19, Pharmakon1600-01500566, HY-B0474, Tox21_110355, Tox21_200516, CCG-39267, NSC757338, s2574, SBB006497, AKOS015951263, Tox21_110355_1, KS-1431, NSC 757338, Tetracycline hydrochloride (JP18/USP), TETRACYCLINE HYDROCHLORIDE [MI], Tetracycline (hydrochloride) (Standard), NCGC00017323-08, NCGC00180907-01, NCGC00180907-02, NCGC00258070-01, 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S,4aS,5aS,6S,12aS)-, 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-, AT168330, PD087098, ST057166, TETRACYCLINE HYDROCHLORIDE [MART.], TETRACYCLINE HYDROCHLORIDE [VANDF], TETRACYCLINE HYDROCHLORIDE [USP-RS], TETRACYCLINE HYDROCHLORIDE [WHO-DD], TETRACYCLINE HYDROCHLORIDE [WHO-IP], NS00078913, SW196293-4, D02122, D92606, SBI-0051530.0002, TETRACYCLINE HYDROCHLORIDE [GREEN BOOK], TETRACYCLINE HYDROCHLORIDE [ORANGE BOOK], TETRACYCLINE HYDROCHLORIDE [EP MONOGRAPH], APT T3X COMPONENT TETRACYCLINE TETRACYCLINE, APT-T3X COMPONENT TETRACYCLINE TETRACYCLINE, C100140, HELIDAC COMPONENT TETRACYCLINE HYDROCHLORIDE, TETRACYCLINE HYDROCHLORIDE [USP MONOGRAPH], TETRACYCLINI HYDROCHLORIDUM [WHO-IP LATIN], SR-01000000212-4, SR-05000001723-2, Q27286287, Tetracycline hydrochloride 100 microg/mL in Acetonitrile, Tetracycline hydrochloride, meets USP testing specifications, Tetracycline hydrochloride, VETRANAL(TM), analytical standard, Tetracycline hydrochloride, >=95% (European Pharmacopoeia HPLC assay), Tetracycline hydrochloride, British Pharmacopoeia (BP) Reference Standard, Tetracycline hydrochloride, European Pharmacopoeia (EP) Reference Standard, Tetracycline hydrochloride, powder, BioReagent, suitable for cell culture, Tetracycline hydrochloride, Pharmaceutical Secondary Standard, Certified Reference Material, Tetracycline hydrochloride, United States Pharmacopeia (USP) Reference Standard, (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-octahydrotetracene-2-carboxamide--hydrogen chloride (1/1), (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-octahydrotetracene-2-carboxamidehydrochloride, (4S,4AS,5aS,6S,12aS)-4-(Dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide hydrochloride, (4S,4aS,5aS,6S,12aS,Z)-2-(amino(hydroxy)methylene)-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride, 2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-, MONOHYDROCHLORIDE, (4S-(4.ALPHA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,12A.ALPHA.))-, 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S-(4alpha,4aalpha,5aalpha,6beta,12alpha))-
Bioactivity: Broad-spectrum tetracycline antibiotic; bacterial 30S ribosomal subunit inhibitor
Solubility in Different Solvents
| Solvent | Temperature [K] | Crystal form | Solubility [mg/mL] | Reference |
|---|---|---|---|---|
| 1-Butanol | 283.15 | - | 0.9419 | [73] |
| 1-Butanol | 288.15 | - | 0.9459 | [73] |
| 1-Butanol | 293.15 | - | 0.9536 | [73] |
| 1-Butanol | 298.15 | - | 0.9668 | [73] |
| 1-Butanol | 303.15 | - | 0.98 | [73] |
| 1-Butanol | 308.15 | - | 1.005 | [73] |
| 1-Butanol | 313.15 | - | 1.04 | [73] |
| 1-Butanol | 318.15 | - | 1.102 | [73] |
| 1-Propanol | 283.15 | - | 1.925 | [73] |
| 1-Propanol | 288.15 | - | 1.938 | [73] |
| 1-Propanol | 293.15 | - | 1.967 | [73] |
| 1-Propanol | 298.15 | - | 1.995 | [73] |
| 1-Propanol | 303.15 | - | 2.027 | [73] |
| 1-Propanol | 308.15 | - | 2.055 | [73] |
| 1-Propanol | 313.15 | - | 2.097 | [73] |
| 1-Propanol | 318.15 | - | 2.16 | [73] |
| Acetone | 283.15 | - | 0.0996 | [73] |
| Acetone | 288.15 | - | 0.09957 | [73] |
| Acetone | 293.15 | - | 0.1001 | [73] |
| Acetone | 298.15 | - | 0.1007 | [73] |
| Acetone | 303.15 | - | 0.1013 | [73] |
| Acetone | 308.15 | - | 0.102 | [73] |
| Acetone | 313.15 | - | 0.1036 | [73] |
| Acetone | 318.15 | - | 0.1053 | [73] |
| Acetonitrile | 283.15 | - | 0.1942 | [73] |
| Acetonitrile | 288.15 | - | 0.1947 | [73] |
| Acetonitrile | 293.15 | - | 0.1961 | [73] |
| Acetonitrile | 298.15 | - | 0.1975 | [73] |
| Acetonitrile | 303.15 | - | 0.1997 | [73] |
| Acetonitrile | 308.15 | - | 0.2019 | [73] |
| Acetonitrile | 313.15 | - | 0.2058 | [73] |
| Acetonitrile | 318.15 | - | 0.212 | [73] |
| Ethanol | 283.15 | - | 7.364 | [73] |
| Ethanol | 288.15 | - | 7.451 | [73] |
| Ethanol | 293.15 | - | 7.904 | [73] |
| Ethanol | 298.15 | - | 8.562 | [73] |
| Ethanol | 303.15 | - | 9.482 | [73] |
| Ethanol | 308.15 | - | 10.75 | [73] |
| Ethanol | 313.15 | - | 12.0 | [73] |
| Ethanol | 318.15 | - | 14.54 | [73] |
| Methanol | 283.15 | - | 172.3 | [73] |
| Methanol | 288.15 | - | 166.0 | [73] |
| Methanol | 293.15 | - | 157.4 | [73] |
| Methanol | 298.15 | - | 148.5 | [73] |
| Methanol | 303.15 | - | 138.0 | [73] |
| Methanol | 308.15 | - | 128.9 | [73] |
| Methanol | 313.15 | - | 117.7 | [73] |
| Methanol | 318.15 | - | 105.3 | [73] |
Molecule 3D descriptors
| Descriptor | Value |
|---|---|
| PMI1 | 1951.3008 |
| PMI2 | 6144.2946 |
| PMI3 | 6449.4247 |
| NPR1 | 0.3026 |
| NPR2 | 0.9527 |
| RadiusOfGyration | 3.8888 |
| InertialShapeFactor | 0.0005 |
| Eccentricity | 0.9531 |
| Asphericity | 0.3584 |
| SpherocityIndex | 0.3811 |
| PBF | 1.2241 |