(+)-Camptothecin

Iupac Name：(19S)-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)-heptaene-14,18-dione

CAS No.: 7689-03-4

Molecular Weight：348.35204

Modify Date.: 2022-10-31 22:28

Introduction: Antitumor alkaloid. Binds irreversible to the DNA-topoisomerase I complex, inhibiting the reassociation of DNA after cleavage by topoisomerase I and traps the enzyme in a covalent linkage with DNA. A cytotoxic antitumor agent View more+

Request For Quotation

1. Names and Identifiers

1.1 Name: (+)-Camptothecin
1.2 Synonyms: (+)-Camptothecin (+)-Camptothecine (20S)-CAMPTOTHECIN (4S)-4-Ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione (4S)-4-Ethyl-4-hydroxy-1H-pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione (S)-(+)-Camptothecin (S)-Camptothecin 1,6-DIHYDROXY-7-GLUCURONOSYLFLAVONE 1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (4S)- 1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (S)- 20(S)-Camptothecin 20(S)-Camptothecine 4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 4-Ethyl-4-hydroxy-1H-pyrano-[3,4:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 4-ETHYL-4-HYDROXY-1H-PYRANO[3',4':6,7]INDOLIZINO[1,2-B]QUINOLINE-3,14(4H,12H)DIONE 5,6-DIHYDROXY-7-GLUCURONOSYLFLAVONE CaMpathecin CaMpetothecin Camptothecin CaMptothecin(NATURAL) Camptothecin, Camptotheca acuminata Camptothecine d-Camptothecin MAG-CPT NSC 94600 S-CKD 602

1.3 CAS No.: 7689-03-4

1.4 CID: 24360

1.5 EINECS(EC#): 444-280-6

1.6 Molecular Formula: C20H16N2O4 (isomer)

1.7 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

1.8 InChkey: VSJKWCGYPAHWDS-FQEVSTJZSA-N

1.9 Canonical Smiles: CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O

1.10 Isomers Smiles: CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O

2. Properties

2.1 Density: 1.51

2.1 Melting point: 260℃

2.1 Boiling point: 264℃

2.1 Refractive index: 1.787

2.1 Flash Point: 411.6 °C

2.1 Precise Quality: 348.11100

2.1 PSA: 81.42000

2.1 logP: 2.07960

2.1 Solubility: chloroform/methanol (4:1): 4?mg/mL

2.2 Appearance: light yellow crystal powde

2.3 Storage: 2-8℃

2.4 Chemical Properties: light yellow crystal powde

2.5 Color/Form: Yellow powder

2.6 pKa: pKa 10.83 (Uncertain)

2.7 Water Solubility: insoluble

2.8 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Definition: ChEBI: A pyranoindolizinoquinoline that is pyrano[3',4':6,7]indolizino[1,2-b]quinoline which is substituted by oxo groups at positions 3 and 14, and by an ethyl group and a hydroxy group at position 4 (the S enantiomer).

3.2 Usage: Antitumor alkaloid. Binds irreversible to the DNA-topoisomerase I complex, inhibiting the reassociation of DNA after cleavage by topoisomerase I and traps the enzyme in a covalent linkage with DNA. A cytotoxic antitumor agent

4. Safety and Handling

4.1 Symbol: GHS06;

4.1 Hazard Codes: T

4.1 Signal Word: DANGER

4.1 Risk Statements: R25

4.1 Safety Statements: S26;S36/37/39;S45

4.1 Packing Group: Ⅲ

4.1 Hazard Class: 6.1

4.1 Hazard Declaration: H301

4.1 RIDADR: UN 1544

4.1 WGK Germany: 3

4.1 RTECS: UQ0492000

4.1 Safety: 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 NO_x. See also CAMPTOTHECIN, SODIUM SALT.

4.2 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 .

4.3 Toxicity

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 .

View all

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H301 Toxic if swallowed
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product.
Response	P301+P310 IF SWALLOWED: Immediately call a POISON CENTER/doctor/\u2026 P321 Specific treatment (see ... on this label). P330 Rinse mouth.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

13C NMR : Predict

1H NMR : Predict

Predict 1H proton NMR

7. Synthesis Route

7689-03-4Total: 7 Synthesis Route

86639-48-7 1 Suppliers

19685-09-7 274 Suppliers

7689-03-4 410 Suppliers

Literatures:
Chemical and Pharmaceutical Bulletin, , vol. 39, # 12 p. 3183 - 3188
Yield: ~77%

53544-22-2

19685-09-7 274 Suppliers

7689-03-4 410 Suppliers

Literatures:
Chemical and Pharmaceutical Bulletin, , vol. 39, # 12 p. 3183 - 3188
Yield: ~75%

841276-70-8

110351-92-3

7689-03-4 410 Suppliers

Literatures:
Zhou, Hai-Bin; Liu, Guan-Sai; Yao, Zhu-Jun Organic Letters, 2007 , vol. 9, # 10 p. 2003 - 2005
Yield: null

View all

8. Other Information

8.0 Usage: Camptothecin is used as a cytotoxic antitumor agent that inhibits topoisomerase I.Camptothecin shows remarkable anticancer activity based on preliminary clinical trials. Its analogues are used in cancer chemotherapy. Cyclodextrin-based polymer containing camptothecin is used in the investigational anti-cancer drug study.

9. Computational chemical data

Molecular Weight: 348.35204g/mol
Molecular Formula: C₂₀H₁₆N₂O₄
Compound Is Canonicalized: True
XLogP3-AA: 1
Exact Mass: 348.11100700
Monoisotopic Mass: 348.11100700
Complexity: 742
Rotatable Bond Count: 1
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 5
Topological Polar Surface Area: 79.7
Heavy Atom Count: 26
Defined Atom Stereocenter Count: 1
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADceB7OAAAAAAAAAAAAAAAAAAAAWAAAAA8QIEAAAAAAFix8AAAHgAACAAADEzhngYyyPMIFgCoAyXyXAKCgCAhAiAImCF4ZNgJZPbA8ZGWcAhm5gDL+QcQgMAOAAAAAAACAAAAAAAAAAQAAAAAAAAAAA==

10. Recommended Suppliers

Global396SuppliersView all >>

Hebei Chengcai Biotechnology Co., LTD Diamond member

-122YR

Products:We are engaged in the development, marketing and sales of apis, intermediates, natural products (extracts), fine chemicals, food additives, agricultural chemicals and other products.
Tel:0086-0319-19131200228
Email:17610795226@chengcaibio.com

Supply API Campathecin

Purity:99%Packing: 200kg/bag FOB
Price: 1 USD/kg
Time: 2023/06/05

Inquire

Hebei Crovell Biotech Co. Ltd Diamond member

-120YR

Products:Cosmetic Raw Materials,solvents,etc.
Tel:86-311-66562153
Email:breeduan@crovellbio.com

camptothecin Cas 7689-03-4 from China

Purity:99%Packing: 200kg/bag FOB
Price: 10 USD/kilogram
Time: 2023/06/05

Inquire

Shanghai Xinlijie New Materials Co.,Ltd. Diamond member

-122YR

Products:Pharmaceutical Intermediate , Apis , Food Additives , Herbal Extracts , Fine Chemicals , ...
Tel:00-86-13167237119
Email:fiona@xljxcl.com

Campathecin CAS 7689-03-4with discount

Purity:99%Packing: 200kg/bag FOB
Price: 2000 USD/mt
Time: 2023/05/09

Inquire

Shanghai CRM New Material Technology Co., Ltd. Diamond member

-121YR

Products:Pharmaceutical Intermediates,Chemical Raw Materials,Iodine,Lidocaine,Procaine,Benzocaine,20320-59-6,5449-12-7,28578-16-7,Ks0037
Tel:86-21-17621170008
Email:lizanne@shanghaicrm.com

High Purity CAS 7689-03-4 (+)-Camptothecin