Products Categories
| CAS No.: | 7689-03-4 |
|---|---|
| Name: | (+)-Camptothecin |
| Article Data: | 78 |
| Molecular Structure: | |
|
|
|
| Formula: | C20H16N2O4 |
| Molecular Weight: | 348.358 |
| Synonyms: | (S)-(+)-Camptothecin;Camptothecin;Camptothecinum;Campthecin;Camptothecine;4(S)-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14 (4H,12H)-dione;Camptothecine(CPT); |
| EINECS: | 444-280-6 |
| Density: | 1.513 g/cm3 |
| Melting Point: | 260 °C (dec.)(lit.) |
| Boiling Point: | 757.01 °C at 760 mmHg |
| Flash Point: | 411.625 °C |
| Solubility: | insoluble in water |
| Appearance: | light yellow crystal powder |
| Hazard Symbols: |
 T,  Xn,  Xi
|
| Risk Codes: | 36/37/38-25-20/21/22 |
| Safety: | 45-36/37/39-26 |
| Transport Information: | UN 1544 6.1/PG 3 |
| PSA: | 81.42000 |
| LogP: | 2.07960 |
- 81281-59-67-Benzylideneaminotheophylline
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 852475-26-4MC1568
- 958254-66-51H-Imidazo[4,5-b]pyridine-2-carboxaldehyde, 1-methyl-, hydrochloride
- 99170-93-1N-Methyl-2-oxazolamine
- 914458-26-7[5-(2-fluorophenyl)-1-pentyl-1H-pyrrol-3-yl]-1-naphthalenyl-Methanone
- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 90221-55-92-bromo-5-methylbenzaldehyde
- 885590-99-82,3-DIFLUORO-4-IODOBENZALDEHYDE
- 97730-31-9(S)-4'-(2-Methylbutyl)Biphenyl-4-Carbonitrile
- 1085755-35-6
C29H39N3O3Si2
- 7689-03-4
camptothecin
| Conditions | Yield |
|---|---|
| With hydrogenchloride In diethyl ether; ethanol Pinner reaction; Heating; | 92% |
- 935761-84-5
camptothecin 20-(2-bromo)-n-butyrate
- 7689-03-4
camptothecin
| Conditions | Yield |
|---|---|
| With methanol; ammonia In tetrahydrofuran for 12h; Product distribution / selectivity; | 89% |
- 55857-35-7
(E)-N-(2-aminobenzylidene)-4-methylaniline
- 110351-94-5
(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
- 7689-03-4
camptothecin
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In toluene Heating; 1) 30 min, 2) 3 h; | 84.4% |
| With toluene-4-sulfonic acid In toluene Heating; 1.) 30 min, 2.) 3 h with Dean-Stark trap; | 84% |
| With toluene-4-sulfonic acid In toluene | 73% |
| With toluene-4-sulfonic acid 1.) toluene, reflux, 30 min, 2.) toluene, reflux, 3 h; Yield given. Multistep reaction; |
- 841276-70-8
4-ethyl-1,12-dihydro-14H-pyrano[3',4':6,7indolizino[1,2-b]]quinolin-14-one
- 7689-03-4
camptothecin
| Conditions | Yield |
|---|---|
| Stage #1: 4-ethyl-1,12-dihydro-14H-pyrano[3',4':6,7indolizino[1,2-b]]quinolin-14-one With potassium osmate; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 0℃; Stage #2: With iodine; calcium carbonate In methanol; water at 40℃; | 83% |
| Multi-step reaction with 2 steps 1: K2CO3; MeSO2NH2; K3Fe(CN)6 / OsO4; (DHQD)2-Py / 2-methyl-propan-2-ol; H2O / 7 h / 0 °C 2: I2; CaCO3 / methanol; H2O / 24 h / 20 °C View Scheme | |
| With methanol; iodine; calcium carbonate In water Sharpless Dihydroxylation; | |
| Multi-step reaction with 2 steps 1: potassium carbonate; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; potassium hexacyanoferrate(III); potassium osmate(VI) dihydrate; methanesulfonamide / water; tert-butyl alcohol / 72 h / 0 °C / Inert atmosphere 2: iodine; calcium carbonate / methanol; water / 20 h / 40 °C / Inert atmosphere View Scheme |
- 916236-87-8
(S)-O-methylcamptothecin
- 7689-03-4
camptothecin
| Conditions | Yield |
|---|---|
| With hydrogen bromide for 0.416667h; Heating; | 81% |
A
- 672333-51-6
camptothecin-20-(N-succinamidoglycinate)
C
- 847928-87-4
camptothecin-20-(N-succinimidoglycinate)
D
- 7689-03-4
camptothecin
| Conditions | Yield |
|---|---|
| With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide; acetonitrile at -2 - 20℃; for 3.5h; pH=5.9 - 6.0; | A n/a B 80% C n/a D n/a |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; acetic acid In 1,4-dioxane; water at 90℃; for 19h; | 80% |
- 110351-94-5
(4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione
- 529-23-7
2-aminobenzaldehyde
- 7689-03-4
camptothecin
| Conditions | Yield |
|---|---|
| With chloro-trimethyl-silane In N,N-dimethyl-formamide at 100℃; Friedlaender Quinoline Synthesis; | 78% |
| With toluene-4-sulfonic acid In toluene for 2h; Heating; | 57% |
| Conditions | Yield |
|---|---|
| With sulfuric acid In 1,4-dioxane for 0.5h; Irradiation; | A 75% B 11.5% |
- 53544-22-2, 142696-57-9, 142696-58-0
1,2,6,7-tetrahydrocamptothecin
A
- 19685-09-7
(S)-10-hydroxycamptothecin
B
- 7689-03-4
camptothecin
| Conditions | Yield |
|---|---|
| With lead(IV) acetate; trifluoroacetic acid for 0.25h; Ambient temperature; | A 73.5% B 12% |
What can I do for you?
Get Best Price
Chemistry
Following is the structure of Camptothecine (CAS NO.7689-03-4):
IUPAC Name: 4(S)-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14 (4H,12H)-dione
Molecular formula: C20H16N2O4
Molar mass: 348.35
EINECS: 444-280-6
Melting point: 260 °C
storage temp.: 2-8 °C
Index of Refraction: 1.746
Molar Refractivity: 93.44 cm3
Molar Volume: 230.2 cm3
Density: 1.51 g/cm3
Flash Point: 411.6 °C
Water Solubility: insoluble
Surface Tension: 80.1 dyne/cm
Enthalpy of Vaporization: 115.72 kJ/mol
Boiling Point: 757 °C at 760 mmHg
Vapour Pressure: 4.39E-24 mmHg at 25 °C
Appearance: Light yellow needle crystal
Solubility of Camptothecine (CAS NO.7689-03-4): chloroform/methanol (4:1): 4 mg/mL
Product Categories of Camptothecine (CAS NO.7689-03-4): Alkaloids; Antineoplastic; Camptothecin series; Antitumors for Research and Experimental Use; Biochemistry; Quinoline Alkaloids; Natural Plant Extract; Chiral Reagents; Heterocycles; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals; Natural Anti-cancer Medical Materials and It's Derivatives; Antibiotics; Antibiotics A to; Antibiotics A-FAntibiotics; Antibiotics by Application; Antineoplastic and Immunosuppressive AntibioticsAntibiotics; Inhibits an EnzymeAntibiotics; Interferes with DNA Synthesis; Mechanism of Action;Antitumour; Signalling
Canonical SMILES: CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O
Isomeric SMILES: CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O
InChI: InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
InChIKey: VSJKWCGYPAHWDS-FQEVSTJZSA-N
Uses
Camptothecine (CAS NO.7689-03-4) is used as Antitumor alkaloid. Italso can be used in the treatment of stomach cancer, colon cancer,ect.
Toxicity Data With Reference
| 1. | dnd-omi 100 mg/L/30M | NATUAS Nature. 248 (1974),226. | ||
| 2. | dnd-hmn:hla 20 µmol/L | CNREA8 Cancer Research. 33 (1973),2834. | ||
| 3. | dni-hmn:hla 5 µmol/L | HXPHAU Handbuch der Experimentellen Pharmakologie. 38 (Pt 2),(1975),649. | ||
| 4. | oms-hmn:hla 5 µmol/L | HXPHAU Handbuch der Experimentellen Pharmakologie. 38 (Pt 2),(1975),649. | ||
| 5. | oms-mus:lym 1 mg/L | BCPCA6 Biochemical Pharmacology. 21 (1972),1977. | ||
| 6. | dni-ckn:emb 500 µg/L | CJBIAE Canadian Journal of Biochemistry. 55 (1977),1180. | ||
| 7. | ipr-mus LD50:64 mg/kg | CNREA8 Cancer Research. 39 (1979),2204. | ||
| 8. | ivn-mus LD50:38 mg/kg | NCISP* National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program, Bethesda, MD 20205 JAN86 . |
Safety Profile
Safety Information of Camptothecine (CAS NO.7689-03-4):
Hazard Codes: 
T,
Xi,
Xn
Risk Statements:36/37/38-25-20/21/22
36/37/38:Irritating to eyes, respiratory system and skin
25:Toxic if swallowed
20/21/22:Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:45-36/37/39-26-36
45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
RIDADR:UN 1544 6.1/PG 3
WGK Germany:3
RTECS Note:UQ0492000
Hazard Note:Irritant
Poison by intravenous and intraperitoneal routes. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also CAMPTOTHECIN, SODIUM SALT.
Specification
Camptothecine , its cas register number is 7689-03-4. It also can be called (+)-Camptothecin ; 4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione .