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| CAS No.: | 39026-92-1 |
|---|---|
| Name: | (4S)-4-Ethyl-4-hydroxy-10-methoxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione |
| Molecular Structure: | |
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| Formula: | C21H18N2O5 |
| Molecular Weight: | 378.384 |
| Synonyms: | {1H-Pyrano[3,} {4:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione-,} 4-ethyl-4-hydroxy-10-methoxy-, (S)-;Camptothecin, 9-methoxy-;9-Methoxycamptothecine;CAMPTOTHECIN,9-METHOXY;4-Ethyl-4-hydroxy-10-methoxy-1H-pyrano[3,4:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione;1H-Pyrano(3,4:6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione-, 4-ethyl-4-hydroxy-10-methoxy-, (S)-;1H-Pyrano[3, 4:6,7]indolizino[1,2-b]quinoline-3,14 (4H,12H)-dione-, 4-ethyl-4-hydroxy-10-methoxy-, (S)-; |
| Density: | 1.5 g/cm3 |
| Melting Point: | 223-225℃ |
| Boiling Point: | 773.1 °C at 760 mmHg |
| Flash Point: | 421.4 °C |
| PSA: | 90.65000 |
| LogP: | 2.08820 |
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| Conditions | Yield |
|---|---|
| In 1,4-dioxane; methanol; diethyl ether for 1h; Ambient temperature; | 95.5% |
| 94% |
- 91421-43-1
9-amino-20(S)-camptothecin
- 39026-92-1
9-methoxycamptothecin
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 36 percent / aq. NaNO2; H2SO4 / Heating View Scheme | |
| Multi-step reaction with 2 steps 1: 1.) 20percent aq. H2SO4, aq. NaNO2, 2.) H2O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h 2: 95.5 percent / methanol; dioxane; diethyl ether / 1 h / Ambient temperature View Scheme |
- 91421-42-0
rubitecan
- 39026-92-1
9-methoxycamptothecin
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: 81 percent / SnCl2; Sn; aq. HCl 2: 36 percent / aq. NaNO2; H2SO4 / Heating View Scheme | |
| Multi-step reaction with 3 steps 1: 95.2 percent / H2 / PtO2 / ethanol; dioxane / 2 h / 760 Torr 2: 1.) 20percent aq. H2SO4, aq. NaNO2, 2.) H2O / 1.) 0-5 deg C, 15 min, 2.) reflux, 1 h 3: 95.5 percent / methanol; dioxane; diethyl ether / 1 h / Ambient temperature View Scheme |
- 7689-03-4
camptothecin
- 39026-92-1
9-methoxycamptothecin
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: 24 percent / aq. HNO3; H2SO4 2: 81 percent / SnCl2; Sn; aq. HCl 3: 36 percent / aq. NaNO2; H2SO4 / Heating View Scheme |
- 86639-48-7
Camptothecin 1-oxide
- 7688-64-4
(20S)-20-O-Acetylcamptothecin
- 57-15-8
1,1,1-trichloro-2-methyl-2-propanol
- 39026-92-1
9-methoxycamptothecin
| Conditions | Yield |
|---|---|
| With pyridine; sulfuric acid; acetic anhydride In 1,4-dioxane; methanol |
- 39026-92-1
9-methoxycamptothecin
- 142727-51-3
7-ethyl-10-hydroxy-mappicine ketone
| Conditions | Yield |
|---|---|
| for 0.116667h; Irradiation; | 94% |
| In various solvent(s) at 200℃; for 9.5h; | 79% |
| for 0.116667h; Irradiation; |
| Conditions | Yield |
|---|---|
| With lithium bromide at 20℃; for 24h; | 62% |
- 39026-92-1
9-methoxycamptothecin
- 142727-79-5
9-methoxymappicine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 0.12 h / Irradiation 2: 91 percent / NaBH4 / methanol View Scheme | |
| Multi-step reaction with 2 steps 1: 94 percent / 0.12 h / Irradiation 2: 90 percent / NaBH4 / methanol / 2 h / Ambient temperature View Scheme |
- 39026-92-1
9-methoxycamptothecin
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: 0.12 h / Irradiation 2.1: NaBH4 / methanol 2.2: Candida cylindracea lipase; vinyl acetate / CHCl3 / 168 h / 20 °C View Scheme | |
| Multi-step reaction with 4 steps 1: 94 percent / 0.12 h / Irradiation 2: 90 percent / NaBH4 / methanol / 2 h / Ambient temperature 3: 82 percent / pyridine / Ambient temperature 4: 45 percent / lipase Amano PS (Pseudomonas cepacia), phosphate buffer / tetrahydrofuran / 72 h View Scheme | |
| Multi-step reaction with 5 steps 1: 94 percent / 0.12 h / Irradiation 2: 90 percent / NaBH4 / methanol / 2 h / Ambient temperature 3: 82 percent / pyridine / Ambient temperature 4: 47 percent / Baker's yeast (Saccharomyces cerevisiae), sucrose / H2O / 192 h / Ambient temperature 5: 98 percent / 10 percent aq. K2CO3 / methanol / 2 h / Heating View Scheme |
- 39026-92-1
9-methoxycamptothecin
- 243846-86-8
(S)-9-methoxymappicine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: 0.12 h / Irradiation 2: 91 percent / NaBH4 / methanol 3: Candida cylindracea lioase / CHCl3 / 168 h / 20 °C 4: 10 percent aq. K2CO3 / methanol / 2 h / Heating View Scheme | |
| Multi-step reaction with 2 steps 1.1: 0.12 h / Irradiation 2.1: NaBH4 / methanol 2.2: Candida cylindracea lipase; vinyl acetate / CHCl3 / 168 h / 20 °C View Scheme | |
| Multi-step reaction with 5 steps 1: 94 percent / 0.12 h / Irradiation 2: 90 percent / NaBH4 / methanol / 2 h / Ambient temperature 3: 82 percent / pyridine / Ambient temperature 4: 45 percent / lipase Amano PS (Pseudomonas cepacia), phosphate buffer / tetrahydrofuran / 72 h 5: 96 percent / 10 percent aq.K2CO3 / methanol / 2 h / Heating View Scheme | |
| Multi-step reaction with 4 steps 1: 94 percent / 0.12 h / Irradiation 2: 90 percent / NaBH4 / methanol / 2 h / Ambient temperature 3: 82 percent / pyridine / Ambient temperature 4: 47 percent / Baker's yeast (Saccharomyces cerevisiae), sucrose / H2O / 192 h / Ambient temperature View Scheme |
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Specification
The 9-Methoxycamptothecin is an organic compound with the formula C21H18N2O5. The systematic name of this chemical is (4S)-4-ethyl-4-hydroxy-10-methoxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione. With the CAS registry number 39026-92-1, it is also named as 1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-10-methoxy-, (4S)-.
Physical properties about 9-Methoxycamptothecin are: (1)ACD/LogP: 2.00; (2)ACD/LogD (pH 5.5): 1.95; (3)ACD/LogD (pH 7.4): 2; (4)ACD/BCF (pH 5.5): 17.47; (5)ACD/BCF (pH 7.4): 19.34; (6)ACD/KOC (pH 5.5): 261.86; (7)ACD/KOC (pH 7.4): 289.95; (8)#H bond acceptors: 7; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 77.96 Å2; (12)Index of Refraction: 1.722; (13)Molar Refractivity: 99.81 cm3; (14)Molar Volume: 251.9 cm3; (15)Polarizability: 39.56×10-24cm3; (16)Surface Tension: 77.4 dyne/cm; (17)Density: 1.5 g/cm3; (18)Flash Point: 421.4 °C; (19)Enthalpy of Vaporization: 118.05 kJ/mol; (20)Boiling Point: 773.1 °C at 760 mmHg; (21)Vapour Pressure: 3.78E-25 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C\1N4\C(=C/C2=C/1COC(=O)[C@]2(O)CC)c3nc5c(cc3C4)c(OC)ccc5
(2)InChI: InChI=1/C21H18N2O5/c1-3-21(26)14-8-16-18-11(7-12-15(22-18)5-4-6-17(12)27-2)9-23(16)19(24)13(14)10-28-20(21)25/h4-8,26H,3,9-10H2,1-2H3/t21-/m0/s1
(3)InChIKey: XVMZDZFTCKLZTF-NRFANRHFBW
(4)Std. InChI: InChI=1S/C21H18N2O5/c1-3-21(26)14-8-16-18-11(7-12-15(22-18)5-4-6-17(12)27-2)9-23(16)19(24)13(14)10-28-20(21)25/h4-8,26H,3,9-10H2,1-2H3/t21-/m0/s1
(5)Std. InChIKey: XVMZDZFTCKLZTF-NRFANRHFSA-N