ChemicalBook CAS DataBase List 64439-81-2

64439-81-2

Name	10-Hydroxycamptothecin
CAS	64439-81-2
EINECS(EC#)	613-598-9
Molecular Formula	C22H20N2O7
MDL Number	MFCD00274425
Molecular Weight	424.4
MOL File	64439-81-2.mol

Chemical Properties

Melting point	230-237°C
Boiling point	820.7±65.0 °C(Predicted)
density	1.60
storage temp.	−20°C
solubility	DMSO: ≥ 37.5 mg/mL (102.92 mM)
form	Pale yellow powder
pka	8.93±0.40(Predicted)
color	Yellow
InChI	InChI=1S/C20H16N2O5/c1-2-20(26)14-7-16-17-11(5-10-6-12(23)3-4-15(10)21-17)8-22(16)18(24)13(14)9-27-19(20)25/h3-7,23,26H,2,8-9H2,1H3
InChIKey	LCZZWLIDINBPRC-FQEVSTJZSA-N
SMILES	N1C2C(=CC(O)=CC=2)C=C2CN3C(C=12)=CC1C(CC)(O)C(=O)OCC=1C3=O
CAS DataBase Reference	64439-81-2(CAS DataBase Reference)

Safety Data

Symbol(GHS)	GHS06,GHS08
Signal word	Danger
Hazard statements	H301-H340
Precautionary statements	P202-P264-P270-P280-P301+P310-P405
Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . less more
RIDADR	UN 2811 6.1 / PGIII
WGK Germany	3
RTECS	UQ0491000

Hazard Information

Description

10-Hydroxycamptothecin: An Inhibitor of Topoisomerase I with Antitumor Activity
10-hydroxycamptothecin (10-HCPT) is an inhibitor of topoisomerase I originally isolated from the Chinese tree C. acuminata. 10-HCPT, a member of the camptothecin family, interferes with DNA synthesis by inhibiting the enzyme topoisomerase-I and has a broad spectrum of antitumor activity and less toxicity as camptothecins. However, 10-HCPT is insoluble in both water and physiological acceptable organic solvents and tends to change into its carboxylate form, which shows minimal antitumor activity and several unpredictable side effects. Therefore, appropriate drug delivery systems (DDS) for 10-HPCT have been developed to improve the stability of its lactone form. 10-HCPT is also an important precursor for the synthesis of clinically useful anticancer agents, such as irinotecan[1].

Chemical Properties

mp 268-270°C loss on drying <1%

Uses

therapeutic effects for liver cancer, stomach, and neck cancer and leukemia.

Uses

Topoisomerase inhibitor

Clinical Use

10-Hydroxycamptothecin (10-HCPT), a natural alkaloid derived from camptothecin analogues, has been successfully used to treat various tumors in the clinic, like liver cancer, colorectal cancer, lung cancer, and leukemia. The action of the 10-HCPT on cancer is similar to that of CPT, while the 10-HCPT is safer than CPT. The 10-HCPT can inhibit the DNA synthesis phase by acting on topoisomerase I, suppressing DNA replication and RNA synthesis[2].

in vivo

(±)-10-Hydroxycamptothecin (10-HCPT, 2.5-7.5 mg/kg/2 days, p.o.) significantly suppresss tumor growth in mouse xenografts. (±)-10-Hydroxycamptothecin (1-7.5 mg/kg, p.o., once per 2 or 4 days) causes no obvious acute toxicity in nude mice^[2].

IC 50

Topoisomerase I

storage

Store at -20°C

References

[1] Chunjian Zhao. “Determination of Camptothecin and 10-Hydroxycamptothecin in Camptotheca acuminata by LC-ESI-MS/MS.” Analytical Letters 6 1 (2010): 2681–2693.
[2] Ruonan Shuang. “Pharmacokinetics of 10-hydroxycamptothecin–tetrandrine liposome complexes in rat by a simple and sensitive ultra-high performance liquid chromatography with tandem mass spectrometry.” Journal of separation science 43 3 (2019): 569–576.

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64439-81-2

Chemical Properties

Safety Data

Hazard Information

Description

Chemical Properties

Uses

Uses

Clinical Use

in vivo

IC 50

storage

References

Questions And Answer

Structure

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

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