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Home > Products > Pharmaceuticals & Life Science > Pharmaceutical Intermediates > (S)-10-AMINO-4-ETHYL-4-HYDROXY-1H-PYRANO[3',4':6,7]INDOLIZINO[1,2-B]QUINOLINE-3,14(4H,12H)-DIONE
(S)-10-AMINO-4-ETHYL-4-HYDROXY-1H-PYRANO[3',4':6,7]INDOLIZINO[1,2-B]QUINOLINE-3,14(4H,12H)-DIONE structure, CAS 91421-43-1

(S)-10-AMINO-4-ETHYL-4-HYDROXY-1H-PYRANO[3',4':6,7]INDOLIZINO[1,2-B]QUINOLINE-3,14(4H,12H)-DIONE

CAS Number91421-43-1

Synonyms(4S)-10-Amino-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; MFCD00909855; Camptothecin,9-amino; 9-Amino-20-camptothecin; 9-Amino-camptothecin; 9-AC; 9-AMINO-20(S)-CAMPTOTHECIN; (20S)-9-aminocamptothecin; (S)-10-amino-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

Molecular FormulaC20H17N3O4

Molecular Weight363.37

Purity96+%

Density1.6±0.1 g/cm3

Boiling Point819.6±65.0 °C at 760 mmHg

Melting Point

Flash Point

AppearanceOrange-yellow powder

EINECS0

MSDSChineseEnglish

Symbol6.1

Signal WordWarning

Cat. No.: 2A-0100881 Purity: 96+%
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Quality Control of [ 91421-43-1 ] Purity: 96+% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number91421-43-1
Catalog No.2A-0100881
Chinese Name9-氨基喜树碱
Synonyms(4S)-10-Amino-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; MFCD00909855; Camptothecin,9-amino; 9-Amino-20-camptothecin; 9-Amino-camptothecin; 9-AC; 9-AMINO-20(S)-CAMPTOTHECIN; (20S)-9-aminocamptothecin; (S)-10-amino-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
Molecular FormulaC20H17N3O4
Molecular Weight363.37
Purity96+
Density1.6±0.1 g/cm3
Boiling Point819.6±65.0 °C at 760 mmHg
AppearanceOrange-yellow powder
Storage Condition2-8°C
Application9-Aminocamptothecin is an inhibitor of topoisomerase I and has effective anti-tumor activity.
EINECS0
HTC2934999090
UN(IATA)0
MDL NumberC20H17N3O4
SMILESCCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3c(N)cccc3nc2-1
InChIInChI=1S/C20H17N3O4/c1-2-20(26)13-7-16-17-10(6-11-14(21)4-3-5-15(11)22-17)8-23(16)18(24)12(13)9-27-19(20)25/h3-7,26H,2,8-9,21H2,1H3/t20-/m0/s1
InChI KeyFUXVKZWTXQUGMW-FQEVSTJZSA-N
Hazard Symbols6.1
MSDSmsds/100881_1_91421_43_1.pdf
Bioactivity9-Aminocamptothecin is a topoisomerase I inhibitor with potent anticancer activity. Related Catalog Research Areas >> Cancer Target Topoisomerase I In Vitro In human breast (MCF-7), bladder (MGH-U1), and colon (HT-29) cancer cell lines, 9-Aminocamptothecin cytotoxicity increases with both higher drug concentrations and longer exposure times. Minimal cell killing is also observed unless 9-Aminocamptothecin concentrations exceeds a threshold of 2.7 nm[1]. 9-Aminocamptothecin inhibits PC-3, PC-3M, DU145, and LNCaP cells with IC50 values of 34.1, 10, 6.5, and 8.9 nM, respectively after 96 h of drug exposure[2]. In Vivo 9-Aminocamptothecin inhibits tumor growth at the lowest oral dose (0.35 mg/kg/day), whereas higher oral doses (0.75 and 1 mg/kg/day) and s.c. administration (4 mg/kg/week) causes tumor regression. 9-Aminocamptothecin is well tolerated at all doses, with no toxic death or weight loss of more than 10% observed in any group[2]. 9-Aminocamptothecin induces complete remissions in 55 % of SCID mice engrafted with human myeloid leukemia. The oral and intravenous routes are equally effective. The results with this pre-clinical model support the evaluation of 9-Aminocamptothecin as antileukemic agent in a phase I trial in patients with AML[3]. Cell Assay The cytotoxicity of 9-Aminocamptothecin is assessed by clonogenic assay. Exponentially growing cells are resuspended in media, cell number is determined using an electronic counter, and 100-250 cells are inoculated in triplicate onto 60 15-mm dishes containing 5 mL of medium. After an overnight incubation, 5 μL of 9-Aminocamptothecin stock solutions are added to the dishes to achieve final concentrations of 0, 0.27, 1.37, 2.74, 13.7, 27.4, 137, and 274 nM. After 4-, 8-, 12-, 24-, 48-, 72-, and 240-h exposures, medium is removed by aspiration and fresh medium is added to the dishes. Percentage of survival at each drug concentration with different exposure time is determined from the ratio of the number of the colonies in the drug-treated sample:the number in the control (DMSO vehicle-treated) sample[1]. Animal Admin Mice: Treatment with 9-Aminocamptothecin is started on day 7 after inoculation with KBM-3 cells. Five groups of 5 mice each (average weight of 22 g) are used and treatment is administered daily 4 days a week for 3 weeks as follows: 1) group 1 control mice are injected IV with PBS; 2) group 2 mice receive 1.33 mg/kg 9-Aminocamptothecin IV, 3) group 3 mice receive 1.33 mg/kg 9-Aminocamptothecin orally by gavage; 4) group 4 mice receive 2.0 mg/kg 9-Aminocamptothecin IV; 5) group 5 mice receive 2.0 mg/kg 9-Aminocamptothecin orally by gavage[3]. References [1]. Li ML, et al. Pharmacological determinants of 9-aminocamptothecin cytotoxicity. Clin Cancer Res. 2001 Jan;7(1):168-74. [2]. de Souza PL, et al. 9-Aminocamptothecin: a topoisomerase I inhibitor with preclinical activity in prostate cancer. Clin Cancer Res. 1997 Feb;3(2):287-94. [3]. Jeha S, et al. Activity of oral and intravenous 9-aminocamptothecin in SCID mice engrafted with human leukemia. Leuk Lymphoma. 1998 Dec;32(1-2):159-64. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 819.6±65.0 °C at 760 mmHg Molecular Formula C20H17N3O4 Molecular Weight 363.367 Flash Point 449.5±34.3 °C Exact Mass 363.121918 PSA 107.44000 LogP 0.44 Vapour Pressure 0.0±3.1 mmHg at 25°C Index of Refraction 1.771 InChIKey FUXVKZWTXQUGMW-FQEVSTJZSA-N SMILES CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3c(N)cccc3nc2-1 Storage condition 2-8°C
Use of9-Aminocamptothecin is a topoisomerase I inhibitor with potent anticancer activity. Properties Name 9-Aminocamptothecin Synonym More Synonyms 9-Aminocamptothecin Biological Activity Description 9-Aminocamptothecin is a topoisomerase I inhibitor with potent anticancer activity. Related Catalog Research Areas >> Cancer Topoisomerase I In Vitro In human breast (MCF-7), bladder (MGH-U1), and colon (HT-29) cancer cell lines, 9-Aminocamptothecin cytotoxicity increases with both higher drug concentrations and longer exposure times. Minimal cell killing is also observed unless 9-Aminocamptothecin concentrations exceeds a threshold of 2.7 nm[1]. 9-Aminocamptothecin inhibits PC-3, PC-3M, DU145, and LNCaP cells with IC50 values of 34.1, 10, 6.5, and 8.9 nM, respectively after 96 h of drug exposure[2]. References [1]. Li ML, et al. Pharmacological determinants of 9-aminocamptothecin cytotoxicity. Clin Cancer Res. 2001 Jan;7(1):168-74. [2]. de Souza PL, et al. 9-Aminocamptothecin: a topoisomerase I inhibitor with preclinical activity in prostate cancer. Clin Cancer Res. 1997 Feb;3(2):287-94. [3]. Jeha S, et al. Activity of oral and intravenous 9-aminocamptothecin in SCID mice engrafted with human leukemia. Leuk Lymphoma. 1998 Dec;32(1-2):159-64. Chemical & Physical Properties Molecular Formula C20H17N3O4 Exact Mass 363.121918 PSA 107.44000 Index of Refraction 1.771 InChIKey FUXVKZWTXQUGMW-FQEVSTJZSA-N
Tax Rebate13.0%
SupervisionNone. MFN tariff: 6.5%. Ordinary tariff: 20.0%
Transport InfoProduct name: Purity: 95.0%
MSDS Transport InfoModule 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified
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