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7-Ethyl-10-hydroxycamptothecin

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Company Name: Xilinglab Co., Ltd.
Tel: +8618381337976
Email: bd@xilinglab.com
Products Intro: Product Name:SN38
CAS:86639-52-3
Purity:95% Package:1g、10g、100g
Company Name: Capot Chemical Co.,Ltd.
Tel: 571-85586718 +8613336195806
Email: sales@capotchem.com
Products Intro: Product Name:7-Ethyl-10-hydroxycamptothecin
CAS:86639-52-3
Purity:98%(Min,HPLC) Package:100g;1kg;5kg,10kg,25kg,50kg
Company Name: Shanghai Daken Advanced Materials Co.,Ltd
Tel: +86-371-66670886
Email: info@dakenam.com
Products Intro: Product Name:7-Ethyl-10-hydroxycamptothecin
CAS:86639-52-3
Purity:99% Package:100g ;1KG ;5KG 25KG
Company Name: Beijing Cooperate Pharmaceutical Co.,Ltd
Tel: 010-60279497
Email: sales01@cooperate-pharm.com
Products Intro: Product Name:7-Ethyl-10-hydroxycamptothecin
CAS:86639-52-3
Purity:98% Package:100G;1KG;50KG;100KG;1000KG
Company Name: Henan Tianfu Chemical Co.,Ltd.
Tel: +86-0371-55170693 +86-19937530512
Email: info@tianfuchem.com
Products Intro: Product Name:7-Ethyl-10-hydroxycamptothecin
CAS:86639-52-3
Purity:99% Package:25KG;5KG;1KG

7-Ethyl-10-hydroxycamptothecin manufacturers

7-Ethyl-10-hydroxycamptothecin Basic information
Product Name:7-Ethyl-10-hydroxycamptothecin
Synonyms:7-10-hydroxycamptothecin;(4S)-4,9-Dihydroxy-4,11-diethyl-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione;(4S)-4,9-Dihydroxy-4α,11-diethyl-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione;EHCPT;7-Ethyl-10-hydroxy-CPT (Camptothecine), SN-38;10-Hydroxycamptothecin acetate salt ,99%;Irinotecan Related Compound B (10 mg) ((S)-4,11-diethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione);SN 38(7-Ethyl-10-hydroxycaMptothecin)
CAS:86639-52-3
MF:C22H20N2O5
MW:392.4
EINECS:643-093-9
Product Categories:Inhibitors;Miscellaneous Natural Products;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Chiral Reagents, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;Natural Anti-cancer Medical Materials and It's Derivatives;Pharmaceutical Raw Materials;Antitumors for Research and Experimental Use;Biochemistry;Natural Plant Extract;Chiral Reagents;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:86639-52-3.mol
7-Ethyl-10-hydroxycamptothecin Structure
7-Ethyl-10-hydroxycamptothecin Chemical Properties
Melting point 217 °C
Boiling point 810.3±65.0 °C(Predicted)
density 1.51±0.1 g/cm3(Predicted)
refractive index 21.5 ° (C=0.2, THF)
storage temp. 2-8°C
solubility DMSO: soluble1mg/mL
form powder
pka9.13±0.40(Predicted)
color Off-white
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
InChIKeyFJHBVJOVLFPMQE-QFIPXVFZSA-N
CAS DataBase Reference86639-52-3(CAS DataBase Reference)
Safety Information
Hazard Codes T
Risk Statements 25
Safety Statements 45
RIDADR 2811
WGK Germany 3
RTECS UQ0491000
HazardClass 6.1
PackingGroup 
HS Code 29399990
MSDS Information
7-Ethyl-10-hydroxycamptothecin Usage And Synthesis
DescriptionSN-38 (86639-52-3), also known as 7-Ethyl-10-hydroxycamptothecin, is the active metabolite of CPT-11 that inhibits DNA topoisomerase I (IC50 values are 0.74 and 1.9 μM in P388 and Ehrlich cells respectively). Inhibits DNA and RNA synthesis (IC50 values are 0.077 and 1.3 μM respectively) but does not affect protein synthesis. SN-38 displays potent antitumor activity against a range of human tumor cell lines (IC50 values are 3.3, 13, 19 and 22 nM for HCT-116, BEL-7402, HL60 and HeLa cells respectively).
Chemical PropertiesLight-Yellow Solid
Uses7-ethyl-10-hydroxycamptothecin (SN 38) is a metabolite of Irinotecan, a DNA topoisomerase inhibitor. SN 38 has been used in trials studying the treatment of Cancer, Advanced Solid Tumors, Small Cell Lung Cancer, Metastatic Colorectal Cancer, and Triple Negative Breast Cancer, among others.
DefinitionChEBI: SN-38 (7-Ethyl-10-hydroxycamptothecin) is a member of the class of pyranoindolizinoquinolines that is (4S)-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione bearing two additional ethyl substituents at positions 4 and 11 as well as two additional hydroxy substituents at positions 4 and 9. It is the active metabolite of irinotecan and is ~1000 times more active than irinotecan itself. It has a role as an apoptosis inducer, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, a drug metabolite and an antineoplastic agent. It is a pyranoindolizinoquinoline, a delta-lactone, a tertiary alcohol and a member of phenols.
Biological ActivityActive metabolite of CPT-11 that inhibits DNA topoisomerase I (IC 50 values are 0.74 and 1.9 μ M in P388 and Ehrlich cells respectively). Inhibits DNA and RNA synthesis (IC 50 values are 0.077 and 1.3 μ M respectively) but does not affect protein synthesis. Displays potent antitumor activity against a range of human tumor cell lines (IC 50 values are 3.3, 13, 19 and 22 nM for HCT-116, BEL-7402, HL60 and HELA cells respectively).
Cytotoxicity7-Ethyl-10-hydroxycamptothecin has been found to be 200–2000 times more cytotoxic than CPT-11, but has not been used as an anticancer drug due to its poor solubility in pharmaceutically acceptable solvents and low affinity to lipid membranes. SN-38 also undergoes a reversible conversion to an inactive open lactone ring structure at physiological pH.
storageStore at +4°C
structure and hydrogen bonding7-Ethyl-10-hydroxycamptothecin belongs to the class of organic compounds known as camptothecins. These are 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).
References1) Koizumi et al. (2006), Novel SN-38-incorporating polymeric micelles, NKK012, eradicate vascular endothelial growth factor-secreting bulky tumors; Cancer Res., 66 10048 2) Gao et al. (2005), Synthesis and antitumor activity of the hexacyclic camptothecin derivatives; Bioorg. Med. Chem. Lett., 15 3233 3) Kawato et al. (1991), Intracellular roles of SN-38, a metabolite of the camptothecin derivative CPT-11, in the antitumor effect of CPT-11; Cancer Res., 51 4187
7-Ethyl-10-hydroxycamptothecin Preparation Products And Raw materials
Preparation ProductsIrinotecan
Tag:7-Ethyl-10-hydroxycamptothecin(86639-52-3) Related Product Information
Ethyl vanillin 1-Hydroxyethylidene-1,1-diphosphonic acid (+)-Camptothecin Ethyl acetate Ethyl formate Ethyl acrylate Ethylparaben 10-HYDROXYCAMPTOTHECIN 4-Ethyl-4,10-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione Ethylbenzene Ethanol Ethyl propionate 10-Hydroxycamptothecin sodium:(2S)-2-[12-ethyl-8-(hydroxymethyl)-9-oxo-2-(4-piperidin-1-ylpiperidine-1-carbonyl)oxy-11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxybutanoate Irinotecan 7,11-Diethyl-10-hydroxycaMptothecin Irinotecan Impurity 6 12-Hydroxy Irinotecan