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Cinchona alkaloids

Description:

Alkaloids structurally characterized by the presence of the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]octane moiety.

Ancestors:

Organic compounds ⮕ Alkaloids and derivatives ⮕ Cinchona alkaloids

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  1. Quinine Sulfate
    Quinine Sulfate
    CAS: 804-63-7 PubChem CID: 16051948 Formula: C20H26N2O6S Molecular Weight: 422.5
    Out of Stock Item #: Q1326685
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    Technical Identifiers
    IUPAC Name
    (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;sulfuric acid
    SMILES
    COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.OS(=O)(=O)O
    InChIKey
    RONWGALEIBILOG-VMJVVOMYSA-N
    InChI
    1S/2C20H24N2O2.H2O4S/c2*1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;1-5(2,3)4/h2*3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2show more
  2. Epiquinidine
    Epiquinidine
    CAS: 572-59-8 EC Number: 209-340-6 PubChem CID: 94175
    ≥98%
    Out of Stock Item #: E1367530
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    Technical Identifiers
    IUPAC Name
    (R)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
    SMILES
    COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O
    InChIKey
    LOUPRKONTZGTKE-AFHBHXEDSA-N
    InChI
    1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20+show more
  3. Hydroquinidine 4-chlorobenzoate
    Hydroquinidine 4-chlorobenzoate
    CAS: 113162-02-0 Formula: C27H29ClN2O3 Molecular Weight: 465
    ≥98%
    In Stock Item #: H472205
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    Technical Identifiers
    IUPAC Name
    [(S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methyl] 4-chlorobenzoate
    SMILES
    CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)OC)OC(=O)C5=CC=C(C=C5)Cl
    InChIKey
    TXVNNFDXQZFMBQ-XHYUFEOFSA-N
    InChI
    1S/C27H29ClN2O3/c1-3-17-16-30-13-11-19(17)14-25(30)26(33-27(31)18-4-6-20(28)7-5-18)22-10-12-29-24-9-8-21(32-2)15-23(22)24/h4-10,12,15,17,19,25-26H,3,1show more
    Synonyms
    DTXSID90583559 | Hydroquinidine 4-chlorobenzoate, 98% | J-002905 | [(S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-...
  4. (-)-Quinine
    (-)-Quinine
    CAS: 130-95-0 EC Number: 205-003-2 Formula: C20H24N2O2 Molecular Weight: 324.42
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. for resolution of racemates for synthesis
    Out of Stock Item #: Q431754
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    Technical Identifiers
    IUPAC Name
    (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
    SMILES
    COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O
    InChIKey
    LOUPRKONTZGTKE-WZBLMQSHSA-N
    InChI
    1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+show more
    Synonyms
    (9R)-6'-methoxy-8alpha-cinchonan-9-ol | Quinoline alkaloid | Quinsan | (R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2....
  5. Quinine monohydrochloride dihydrate
    Quinine monohydrochloride dihydrate
    CAS: 6119-47-7 EC Number: 205-001-1 PubChem CID: 16211283 Formula: C20H24N2O2·HCl·2H2O Molecular Weight: 396.91
    ≥90%
    Out of Stock Item #: Q433097
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    Technical Identifiers
    IUPAC Name
    (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;dihydrate;hydrochloride
    SMILES
    COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.O.O.Cl
    InChIKey
    MPQKYZPYCSTMEI-FLZPLBAKSA-N
    InChI
    1S/C20H24N2O2.ClH.2H2O/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;;;/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;1H;2show more
    Synonyms
    AC-6224 | HY-B0433A | S2502 | FEMA NO. 2976, DIHYDRATE- | Quinine.HCl.dihydrate | (-)-Quinine hydrochloride dihydrate...
  6. (DHQ)₂AQN
    (DHQ)₂AQN
    CAS: 176097-24-8 Formula: C54H56N4O6 Molecular Weight: 857.05
    ≥95%
    Out of Stock Item #: D467155
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    Technical Identifiers
    IUPAC Name
    1,4-bis[(R)-[(2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methoxy]anthracene-9,10-dione
    SMILES
    CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)OC)OC5=C6C(=C(C=C5)OC(C7CC8CCN7CC8CC)C9=C1C=C(C=CC1=NC=C9)OC)C(=O)C1=CC=CC=C1C6=O
    InChIKey
    ARCFYUDCVYJQRN-KESJXZTCSA-N
    InChI
    1S/C54H56N4O6/c1-5-31-29-57-23-19-33(31)25-45(57)53(39-17-21-55-43-13-11-35(61-3)27-41(39)43)63-47-15-16-48(50-49(47)51(59)37-9-7-8-10-38(37)52(50)60)show more
    Synonyms
    A,9R)-10,11-dihydro-6 inverted exclamation marka-methoxycinchonan-9-yl]oxy]-9,10-anthracenedione | AKOS025405186 | 9,...
  7. Quinidine hydrochloride monohydrate - 10mM in DMSO CAS No(6151-40-2) by Aladdin Scientific
    Quinidine hydrochloride monohydrate
    CAS: 6151-40-2 EC Number: 628-688-3 Formula: C20H27ClN2O3 Molecular Weight: 378.89
    10mM in DMSO
    In Stock Item #: Q425096
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    Technical Identifiers
    IUPAC Name
    (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;hydrate;hydrochloride
    SMILES
    COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.O.Cl
    InChIKey
    SGVZDMWHXVXUBY-KAIFKDDSSA-N
    InChI
    1S/C20H24N2O2.ClH.H2O/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;;/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;1H;1H2show more
    Synonyms
    MS-26192 | Quinidine hydrochloride hydrate | HY-B1302 | 6'-Methoxycinchonan-9-ol hydrochloride monohydrate | Quinidin...
  8. Quinine
    Quinine
    CAS: 130-95-0 EC Number: 205-003-2 Formula: C20H24N2O2 Molecular Weight: 324.42
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
    In Stock Item #: Q421202
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
    SMILES
    COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O
    InChIKey
    LOUPRKONTZGTKE-WZBLMQSHSA-N
    InChI
    1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+show more
    Synonyms
    Quinine|130-95-0|Chinin|Chinine|(-)-Quinine|6'-Methoxycinchonidine|(8S,9R)-Quinine|Qualaquin|Quinine anhydrous|(R)-(-...
  9. Quinidine Sulfate
    Quinidine Sulfate
    CAS: 6591-63-5 EC Number: 678-472-8 PubChem CID: 656862 Formula: C40H48N4O4.H2SO4.2H2O Molecular Weight: 782.94
    10mM in DMSO
    In Stock Item #: Q425325
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    Technical Identifiers
    IUPAC Name
    (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;sulfuric acid;dihydrate
    SMILES
    COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.O.O.OS(=O)(=O)O
    InChIKey
    ZHNFLHYOFXQIOW-AHSOWCEXSA-N
    InChI
    1S/2C20H24N2O2.H2O4S.2H2O/c2*1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;1-5(2,3)4;;/h2*3-6,8,11,13-14,19-20,23H,1,7,9-show more
    Synonyms
    Quinidine sulfate dihydrate|6591-63-5|Quinidine sulfate|Cin-Quin|Quinidine sulfate hydrate|Quinidex Extentabs|quinidi...
  10. Hydroquinine
    Hydroquinine
    CAS: 522-66-7 EC Number: 208-334-0 Formula: C20H26N2O2 Molecular Weight: 326.43
    10mM in DMSO
    Out of Stock Item #: H424483
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    Technical Identifiers
    IUPAC Name
    (R)-[(2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
    SMILES
    CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)OC)O
    InChIKey
    LJOQGZACKSYWCH-WZBLMQSHSA-N
    InChI
    1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19-,2show more
    Synonyms
    HYDROQUININE|Dihydroquinine|522-66-7|(1R)-((2S,4S,5R)-5-Ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methanol|hydroq...
  11. Hydroquinidine
    Hydroquinidine
    CAS: 1435-55-8 EC Number: 215-862-5 Formula: C20H26N2O2 Molecular Weight: 326.43
    10mM in DMSO
    In Stock Item #: H421605
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
    SMILES
    CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)OC)O
    InChIKey
    LJOQGZACKSYWCH-LHHVKLHASA-N
    InChI
    1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,2show more
    Synonyms
    hydroquinidine|Dihydroquinidine|1435-55-8|Hydroconquinine|Hydroconchinine|Dihydroquinine|(+)-hydroquinidine|(9S)-10,1...
  12. Euquinine
    Euquinine
    CAS: 83-75-0 Formula: C23H28N2O4 Molecular Weight: 396.48
    ≥98%
    In Stock Item #: E412583
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methyl] ethyl carbonate
    SMILES
    CCOC(=O)OC(C1CC2CCN1CC2C=C)C3=C4C=C(C=CC4=NC=C3)OC
    InChIKey
    NSBRKSWSLRQPJW-WWLNLUSPSA-N
    InChI
    1S/C23H28N2O4/c1-4-15-14-25-11-9-16(15)12-21(25)22(29-23(26)28-5-2)18-8-10-24-20-7-6-17(27-3)13-19(18)20/h4,6-8,10,13,15-16,21-22H,1,5,9,11-12,14H2,2-show more
    Synonyms
    quinine ethylcarbonate|EUQUININE|83-75-0|QUININE ETHYL CARBONATE|Aecachinium|Euquinin|Quinine etabonate|DTXSID0045965...
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