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Ergoline and derivatives

Description:

Compounds containing an ergoline moiety, which is structurally characterized by he presence of a 4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg] quinoline.

Ancestors:

Organic compounds ⮕ Alkaloids and derivatives ⮕ Ergoline and derivatives

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  1. Agroclavine
    Agroclavine
    CAS: 548-42-5 PubChem CID: 73484 Formula: C16H18N2 Molecular Weight: 238.33
    Out of Stock Item #: A1362316
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    Technical Identifiers
    IUPAC Name
    (6aR,10aR)-7,9-dimethyl-6,6a,8,10a-tetrahydro-4H-indolo[4,3-fg]quinoline
    SMILES
    CC1=CC2C(CC3=CNC4=CC=CC2=C34)N(C1)C
    InChIKey
    XJOOMMHNYOJWCZ-UKRRQHHQSA-N
    InChI
    1S/C16H18N2/c1-10-6-13-12-4-3-5-14-16(12)11(8-17-14)7-15(13)18(2)9-10/h3-6,8,13,15,17H,7,9H2,1-2H3/t13-,15-/m1/s1
  2. no_selection
    Ergotamine bitartrate
    Formula: C70H76N10O16 Molecular Weight: 1313.4
    Out of Stock Item #: E671301
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    IUPAC Name
    (6aR,9R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolshow more
    SMILES
    CC1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)CC4=CC=CC=C4)NC(=O)C5CN(C6CC7=CNC8=CC=CC(=C78)C6=C5)C.CC1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)CC4=CC=CC=C4)NC(=O)C5CN(C6CC7=show more
    InChIKey
    CJMJLDQKTOJACI-SEUSHGJOSA-N
    InChI
    1S/2C33H35N5O5.C4H6O6/c2*1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27show more
    Synonyms
    ergotamine tartrate | Ergotamini tartras | NSC-41869 | SCHEMBL12481537 | Ergotamine bitartrate | CHEMBL2448612
  3. no_selection
    (6aR,9R)-N-(1-hydroxybutan-2-yl)-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide;(Z)-but-2-enedioic acid
    Formula: C25H31N3O6 Molecular Weight: 469.5
    Out of Stock Item #: A671023
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    IUPAC Name
    (6aR,9R)-N-(1-hydroxybutan-2-yl)-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide;(Z)-but-2-enedioic acid
    SMILES
    CCC(CO)NC(=O)C1CN(C2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C.C(=CC(=O)O)C(=O)O
    InChIKey
    LWYXFDXUMVEZKS-TZTNOGQLSA-N
    InChI
    1S/C21H27N3O2.C4H4O4/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14;5-3(6)1-2-4(7)8/h5-8,10,14-15,19,25H,4,9,11-12Hshow more
    Synonyms
    CHEMBL3989558 | SR-01000075582-1 | SR-01000075582
  4. dihydroergocryptine - , used for , CAS No. D609889, by Aladdin Scientific
    dihydroergocryptine
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: D609889
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    IUPAC Name
    N-[2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2show more
    SMILES
    CC(CC1C(=O)N2CCCC2C2(N1C(=O)C(O2)(NC(=O)C1CN(C)C2C(C1)c1cccc3c1c(C2)c[nH]3)C(C)C)O)C
    InChIKey
    PBUNVLRHZGSROC-UHFFFAOYSA-N
    InChI
    1S/C32H43N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-show more
    Synonyms
    12'-Hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxo-9,10-dihydroergotaman | Dihydroergocryptine | 12'-Hydroxy-5'-iso...
  5. beta-ergocriptine - , used for , CAS No. B608015, by Aladdin Scientific
    beta-ergocriptine
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: B608015
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    IUPAC Name
    (4R,7R)-N-[(1S,2S,4R,7R)-7-[(2S)-butan-2-yl]-2-hydroxy-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diashow more
    SMILES
    CC[C@@H]([C@@H]1C(=O)N2CCC[C@H]2[C@]2(N1C(=O)[C@@](O2)(NC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)C(C)C)O)C
    InChIKey
    YYWXOXLDOMRDHW-SGVWFJRMSA-N
    InChI
    1S/C32H41N5O5/c1-6-18(4)27-29(39)36-12-8-11-25(36)32(41)37(27)30(40)31(42-32,17(2)3)34-28(38)20-13-22-21-9-7-10-23-26(21)19(15-33-23)14-24(22)35(5)16-show more
  6. amesergide - , used for , CAS No. 121588-75-8, by Aladdin Scientific
    amesergide
    CAS: 121588-75-8 PubChem CID: 9821951
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: A607598
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    IUPAC Name
    (6aR,9R,10aR)-N-cyclohexyl-7-methyl-4-propan-2-yl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
    SMILES
    O=C([C@H]1CN(C)[C@H]2[C@H](C1)c1cccc3c1c(C2)cn3C(C)C)NC1CCCCC1
    InChIKey
    KEMOOQHMCGCZKH-JMUQELJHSA-N
    InChI
    1S/C25H35N3O/c1-16(2)28-15-17-13-23-21(20-10-7-11-22(28)24(17)20)12-18(14-27(23)3)25(29)26-19-8-5-4-6-9-19/h7,10-11,15-16,18-19,21,23H,4-6,8-9,12-14H2show more
    Synonyms
    LY237733 | LY-237733 | (6aR,9R,10aR)-N-cyclohexyl-7-methyl-4-propan-2-yl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quino...
  7. LY108742 - , used for , CAS No. L611631, by Aladdin Scientific
    LY108742
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: L611631
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    IUPAC Name
    3-hydroxybutan-2-yl 6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene-4-carboxylate
    SMILES
    CC(C(OC(=O)C1CN(C)C2C(C1)c1cccc3c1c(C2)cn3C)C)O
    InChIKey
    YLCYDARNSJPGCV-UHFFFAOYSA-N
    InChI
    1S/C21H28N2O3/c1-12(24)13(2)26-21(25)15-8-17-16-6-5-7-18-20(16)14(10-22(18)3)9-19(17)23(4)11-15/h5-7,10,12-13,15,17,19,24H,8-9,11H2,1-4H3
    Synonyms
    LY 108742;LY-108742
  8. no_selection
    α-ergocryptine
    CAS: 511-09-1 EC Number: 208-121-2 Formula: C32H41N5O5 Molecular Weight: 575.7
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: E607542
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    Technical Identifiers
    IUPAC Name
    (6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrshow more
    SMILES
    CC(C)CC1C(=O)N2CCCC2C3(N1C(=O)C(O3)(C(C)C)NC(=O)C4CN(C5CC6=CNC7=CC=CC(=C67)C5=C4)C)O
    InChIKey
    YDOTUXAWKBPQJW-NSLWYYNWSA-N
    InChI
    1S/C32H41N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-show more
    Synonyms
    alpha-Ergocryptine | SPBio_002485 | AKOS024282675 | DTXSID70893244 | Ergotaman-3',6',18-trione, 12'-hydroxy-2'-(1-met...
  9. no_selection
    sergolexole
    CAS: 108674-86-8
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: S613538
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    Technical Identifiers
    SMILES
    CO[C@@H]1CC[C@H](CC1)OC(=O)[C@H]1CN(C)[C@H]2[C@H](C1)c1cccc3c1c(C2)cn3C(C)C
    InChIKey
    RJBJIKXTJIZONR-HSWWXKJFSA-N
    InChI
    1S/C26H36N2O3/c1-16(2)28-15-17-13-24-22(21-6-5-7-23(28)25(17)21)12-18(14-27(24)3)26(29)31-20-10-8-19(30-4)9-11-20/h5-7,15-16,18-20,22,24H,8-14H2,1-4H3show more
    Synonyms
    UNII-J6TGA89COP | (4-methoxycyclohexyl) (6aR,9R,10aR)-7-methyl-4-propan-2-yl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]q...
  10. no_selection
    methysergide
    CAS: 361-37-5 PubChem CID: 9681 Formula: C21H27N3O2 Molecular Weight: 353.46
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: M611839
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    Technical Identifiers
    IUPAC Name
    (6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide
    SMILES
    CCC(CO)NC(=O)C1CN(C2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C
    InChIKey
    KPJZHOPZRAFDTN-ZRGWGRIASA-N
    InChI
    1S/C21H27N3O2/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26)/t14-,show more
    Synonyms
    1-Methyllysergic acid butanolamide | Desernyl | methysergide | HMS2090P04 | N-(alpha-(Hydroxymethyl)propyl)-1-methyl-...
  11. no_selection
    methylergonovine
    CAS: 113-42-8 PubChem CID: 8226 Formula: C20H25N3O2 Molecular Weight: 339.43
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: M611829
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    Technical Identifiers
    IUPAC Name
    (6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
    SMILES
    CCC(CO)NC(=O)C1CN(C2CC3=CNC4=CC=CC(=C34)C2=C1)C
    InChIKey
    UNBRKDKAWYKMIV-QWQRMKEZSA-N
    InChI
    1S/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25)/t13-,1show more
    Synonyms
    Methylergometrine (INN) | NCGC00017258-06 | Spectrum5_001879 | Ergotyl (TN) | KBio3_001523 | EN300-6481358 | ME 277 |...
  12. no_selection
    LY53857
    CAS: 32896-53-0 PubChem CID: 3034814
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: L611673
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    Technical Identifiers
    IUPAC Name
    3-hydroxybutan-2-yl (2R,4R,7R)-6-methyl-11-(propan-2-yl)-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene-4-carboxylate
    SMILES
    CC(C(O)C)OC(=O)[C@H]1CN(C)[C@H]2[C@H](C1)c1cccc3c1c(C2)cn3C(C)C
    InChIKey
    JQYLIGHHVGCTPR-LYRPIDSHSA-N
    InChI
    1S/C23H32N2O3/c1-13(2)25-12-16-10-21-19(18-7-6-8-20(25)22(16)18)9-17(11-24(21)5)23(27)28-15(4)14(3)26/h6-8,12-15,17,19,21,26H,9-11H2,1-5H3/t14?,15?,17show more
    Synonyms
    4-ISOPROPYL-7-METHYL-9-(2-HYDROXY-1-METHYLPROPOXYCARBONYL)-4,6,6.ALPHA.,7,8,9,10,10.ALPHA.-OCTAHYDROINDOLO(4,3-FG)QUI...
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