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Camptothecins

Description:

Heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring).

Ancestors:

Organic compounds ⮕ Alkaloids and derivatives ⮕ Camptothecins

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  1. (S)-5-Amino-4,11-diethyl-4-hydroxy-1,12-dihydro-14H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H)-dione
    (S)-5-Amino-4,11-diethyl-4-hydroxy-1,12-dihydro-14H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H)-dione
    CAS: 1258494-60-8 PubChem CID: 53318291
    ≥98%
    Out of Stock Item #: S972137
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    Technical Identifiers
    IUPAC Name
    (19S)-21-amino-10,19-diethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
    SMILES
    CCC1=C2CN3C(=C(C4=C(C3=O)COC(=O)C4(CC)O)N)C2=NC5=CC=CC=C51
    InChIKey
    GDSWDKUWTYXXOX-QFIPXVFZSA-N
    InChI
    1S/C22H21N3O4/c1-3-11-12-7-5-6-8-15(12)24-18-13(11)9-25-19(18)17(23)16-14(20(25)26)10-29-21(27)22(16,28)4-2/h5-8,28H,3-4,9-10,23H2,1-2H3/t22-/m0/s1
  2. no_selection
    (19S)-19-ethyl-19-hydroxy-8-(2-trimethylsilylethyl)-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
    Formula: C25H28N2O4Si Molecular Weight: 448.6
    Out of Stock Item #: S671223
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    Technical Identifiers
    IUPAC Name
    (19S)-19-ethyl-19-hydroxy-8-(2-trimethylsilylethyl)-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,show more
    SMILES
    CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC=C5N=C4C3=C2)CC[Si](C)(C)C)O
    InChIKey
    SYXGVIWFCCQOEK-VWLOTQADSA-N
    InChI
    1S/C25H28N2O4Si/c1-5-25(30)19-12-21-22-16(13-27(21)23(28)18(19)14-31-24(25)29)11-17-15(9-10-32(2,3)4)7-6-8-20(17)26-22/h6-8,11-12,30H,5,9-10,13-14H2,1show more
    Synonyms
    CHEMBL1743260 | SYXGVIWFCCQOEK-VWLOTQADSA-N
  3. Lipotecan
    Lipotecan
    CAS: 1432468-79-5 PubChem CID: 46871946 Formula: C39H30N8O15 Molecular Weight: 850.7
    Out of Stock Item #: L671203
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    Technical Identifiers
    IUPAC Name
    [(19S)-8-[(dimethylamino)methyl]-19-ethyl-7-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(2show more
    SMILES
    CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC(=C5CN(C)C)O)N=C4C3=C2)OC(=O)C(C)ON=C6C7=C(C(=CC(=C7)[N+](=O)[O-])[N+](=O)[O-])C8=C6C=C(C=C8[N+](=O)[O-])[N+](=Oshow more
    InChIKey
    JCCCLGDYMMTBPM-HXDHBHDHSA-N
    InChI
    1S/C39H30N8O15/c1-5-39(26-13-30-34-18(14-43(30)36(49)25(26)16-60-38(39)51)8-21-24(15-42(3)4)31(48)7-6-27(21)40-34)61-37(50)17(2)62-41-35-22-9-19(44(52show more
    Synonyms
    Lipothecan free base | Propanoic acid, 2-(((2,4,5,7-tetranitro-9H-fluoren-9-ylidene)amino)oxy)-, (4S)-10-((dimethylam...
  4. Belotecanicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
    Belotecanicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
    CAS: 256411-32-2 PubChem CID: 6456014 Formula: C25H27N3O4 Molecular Weight: 433.5
    Out of Stock Item #: B669854
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    Technical Identifiers
    IUPAC Name
    (19S)-19-ethyl-19-hydroxy-10-[2-(propan-2-ylamino)ethyl]-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaenshow more
    SMILES
    CC(C)NCCC1=C2C(=NC3C1=CC=CC=3)C4N(C2)C(=O)C5=C(C=4)[C@](CC)(O)C(=O)OC5
    InChIKey
    LNHWXBUNXOXMRL-VWLOTQADSA-N
    InChI
    1S/C25H27N3O4/c1-4-25(31)19-11-21-22-17(12-28(21)23(29)18(19)13-32-24(25)30)15(9-10-26-14(2)3)16-7-5-6-8-20(16)27-22/h5-8,11,14,26,31H,4,9-10,12-13H2,show more
    Synonyms
    Belotecan | HY-13566 | UNII-27Z82M2G1N | CKD 602 | CHEBI:135702 | Belotecan free base | (4S)-4-ETHYL-4-HYDROXY-11-(2-...
  5. no_selection
    10-Aminocamptothecin
    CAS: 86639-63-6 PubChem CID: 104986 Formula: C20H17N3O4 Molecular Weight: 363.4
    Out of Stock Item #: A668016
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    Technical Identifiers
    IUPAC Name
    (19S)-7-amino-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione
    SMILES
    CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C3=C2)N=C5C=CC(=CC5=C4)N)O
    InChIKey
    MVUUMBZAHAKPKQ-FQEVSTJZSA-N
    InChI
    1S/C20H17N3O4/c1-2-20(26)14-7-16-17-11(5-10-6-12(21)3-4-15(10)22-17)8-23(16)18(24)13(14)9-27-19(20)25/h3-7,26H,2,8-9,21H2,1H3/t20-/m0/s1
    Synonyms
    10-Aminocamptothecin | Camptothecin, 10-amino- | (19S)-7-amino-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0...
  6. 12-Ethyl-9-hydroxycamptothecin
    12-Ethyl-9-hydroxycamptothecin
    CAS: 119577-28-5 PubChem CID: 135423054 Formula: C22H20N2O5 Molecular Weight: 392.4
    ≥98%
    Out of Stock Item #: E651740
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    Technical Identifiers
    IUPAC Name
    (19S)-5,19-diethyl-8,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
    SMILES
    CCC1=C2C(=C(C=C1)O)C=C3CN4C(=CC5=C(C4=O)COC(=O)C5(CC)O)C3=N2
    InChIKey
    KWUQFLSWWSXTSZ-QFIPXVFZSA-N
    InChI
    1S/C22H20N2O5/c1-3-11-5-6-17(25)13-7-12-9-24-16(19(12)23-18(11)13)8-15-14(20(24)26)10-29-21(27)22(15,28)4-2/h5-8,25,28H,3-4,9-10H2,1-2H3/t22-/m0/s1
  7. Exatecan
    Exatecan
    CAS: 171335-80-1 EC Number: 112-705-1 Formula: C24H22FN3O4 Molecular Weight: 435.45
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥99%
    In Stock Item #: E650836
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    Technical Identifiers
    IUPAC Name
    (10S,23S)-23-amino-10-ethyl-18-fluoro-10-hydroxy-19-methyl-8-oxa-4,15-diazahexacyclo[14.7.1.02,14.04,13.06,11.020,24]tetracosa-1,6(11),12,14,16,18,20(show more
    SMILES
    CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C5[C@H](CCC6=C5C(=CC(=C6C)F)N=C4C3=C2)N)O
    InChIKey
    ZVYVPGLRVWUPMP-FYSMJZIKSA-N
    InChI
    1S/C24H22FN3O4/c1-3-24(31)14-6-18-21-12(8-28(18)22(29)13(14)9-32-23(24)30)19-16(26)5-4-11-10(2)15(25)7-17(27-21)20(11)19/h6-7,16,31H,3-5,8-9,26H2,1-2Hshow more
    Synonyms
    DX-8951f | (1S,9S)-1-amino-9-ethyl-5-fluoro-9-hydroxy-4-methyl-2,3,12,15-tetrahydrobenzo[de]pyrano[3',4':6,7]indolizi...
  8. DRF-1042
    DRF-1042
    CAS: 200619-13-2 PubChem CID: 23631031 Formula: C22H20N2O6 Molecular Weight: 408.40
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    In Stock Item #: D649596
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    Technical Identifiers
    IUPAC Name
    (19S)-19-ethyl-19-hydroxy-12-(2-hydroxyethoxy)-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dishow more
    SMILES
    CCC1(C2=C(COC1=O)C(=O)N3C(C4=CC5=CC=CC=C5N=C4C3=C2)OCCO)O
    InChIKey
    XAKLYHGHEFMDAP-IAXKEJLGSA-N
    InChI
    1S/C22H20N2O6/c1-2-22(28)15-10-17-18-13(9-12-5-3-4-6-16(12)23-18)20(29-8-7-25)24(17)19(26)14(15)11-30-21(22)27/h3-6,9-10,20,25,28H,2,7-8,11H2,1H3/t20?show more
    Synonyms
    (19S)-19-ethyl-19-hydroxy-12-(2-hydroxyethoxy)-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,...
  9. Namitecan
    Namitecan
    CAS: 372105-27-6 PubChem CID: 10950142 Formula: C23H22N4O5 Molecular Weight: 434.44
    ≥99%
    Out of Stock Item #: N648533
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    Technical Identifiers
    IUPAC Name
    (19S)-10-[(E)-2-aminoethoxyiminomethyl]-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptshow more
    SMILES
    CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5N=C4C3=C2)C=NOCCN)O
    InChIKey
    IBTISPLPBBHVSU-UVOOVGFISA-N
    InChI
    1S/C23H22N4O5/c1-2-23(30)17-9-19-20-15(11-27(19)21(28)16(17)12-31-22(23)29)14(10-25-32-8-7-24)13-5-3-4-6-18(13)26-20/h3-6,9-10,30H,2,7-8,11-12,24H2,1Hshow more
    Synonyms
    MS-27779 | NAMITECAN [WHO-DD] | X34Z8N66T3 | st1968 | ST-1968 | AKOS040742269 | ST 1968 | SCHEMBL24685130 | (S)-4-Eth...
  11. Camptothecin-20(S)-O-propionate
    Camptothecin-20(S)-O-propionate
    CAS: 194414-69-2 PubChem CID: 9887472 Formula: C23H20N2O5 Molecular Weight: 404.42
    ≥99%
    Out of Stock Item #: C646911
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    Technical Identifiers
    IUPAC Name
    [(19S)-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-19-yl] propanoate
    SMILES
    CCC(=O)OC1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)CC
    InChIKey
    YCNIQYLWIPCLNY-QHCPKHFHSA-N
    InChI
    1S/C23H20N2O5/c1-3-19(26)30-23(4-2)16-10-18-20-14(9-13-7-5-6-8-17(13)24-20)11-25(18)21(27)15(16)12-29-22(23)28/h5-10H,3-4,11-12H2,1-2H3/t23-/m0/s1
    Synonyms
    CZ48 | CZ-48 | UNII-4S145C552U | 4S145C552U | CZ 48 | SF 6A | 1H-PYRANO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLINE-3,14(4H,...
  12. (R)-FL118
    (R)-FL118
    CAS: 151636-76-9 PubChem CID: 486154 Formula: C21H16N2O6 Molecular Weight: 392.36
    ≥98%
    Out of Stock Item #: F650620
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    Technical Identifiers
    IUPAC Name
    (5R)-5-ethyl-5-hydroxy-7,18,20-trioxa-11,24-diazahexacyclo[11.11.0.02,11.04,9.015,23.017,21]tetracosa-1(13),2,4(9),14,16,21,23-heptaene-6,10-dione
    SMILES
    CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C3=C2)N=C5C=C6C(=CC5=C4)OCO6)O
    InChIKey
    RPFYDENHBPRCTN-OAQYLSRUSA-N
    InChI
    1S/C21H16N2O6/c1-2-21(26)13-5-15-18-11(7-23(15)19(24)12(13)8-27-20(21)25)3-10-4-16-17(29-9-28-16)6-14(10)22-18/h3-6,26H,2,7-9H2,1H3/t21-/m1/s1
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