SN-38 Synthesis Route

SN-38 Synthesis

SN-38 (Synonyms: 7-Ethyl-10-hydroxycamptothecin)

SN-38 is an inhibitor of topoisomerase I and an active metabolite of the prodrug irinotecan (Item No. 14180).1,2 It is formed from irinotecan by carboxylesterases.1 SN-38 (0.1, 1, and 10 µM) induces topoisomerase I-dependent DNA cleavage in a cell-free assay.2 It induces DNA single-strand breaks in HT-29 colorectal adenocarcinoma cells when used at a concentration of 200 nM and cytotoxicity in HT-29 cells (IC50 = 8.8 nM). SN-38 (100 mg/kg per day) reduces tumor volume without affecting body weight in an MX-1 breast cancer mouse xenograft model.3

SN-38

An inhibitor of topoisomerase I and an active metabolite of irinotecan

Item No. AB51465
CAS No. 86639-52-3
Purity: 98%

100mg

＄6.00

250mg

＄13.00

500mg

＄22.00

＄29.00

＄96.00

Quantity

Add to Cart

Buy Now

SN-38 Synthetic Route

AW19176

CAS: 60997-56-0

AC82777

CAS: 67354-34-1

CAS: 1335104-64-7

CAS: 1335104-65-8

CAS: 1335104-67-0

CAS: 1335104-68-1

CAS: 99471-66-6

CAS: 1335104-69-2

CAS: 1335104-70-5

CAS: 1108204-40-5

CAS: 1335104-73-8

CAS: 1335104-74-9

CAS: 1454574-93-6

CAS: 86639-53-4

AB51465

CAS: 86639-52-3

1.1: iron(III) chloride / ethanol / 15 h / 20 °C / Inert atmosphere
2.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / 0 °C / Inert atmosphere
3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 20 °C / Inert atmosphere
4.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 1 h / 20 °C / Inert atmosphere
5.1: hydrogenchloride; palladium on carbon; hydrogen / methanol; water / 12 h / 30 °C / 760.05 Torr
6.1: triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere
7.1: manganese(IV) oxide / dichloromethane / 20 °C / Inert atmosphere
8.1: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere
9.1: boron trifluoride diethyl etherate / dichloromethane / 0.67 h / -78 °C / Inert atmosphere
9.2: -78 °C / Inert atmosphere
10.1: 1,3,5-trimethyl-benzene / 6 h / 160 - 170 °C / Sealed tube; Inert atmosphere
11.1: acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 0.5 h / 20 °C / Inert atmosphere
11.2: 1 h / 20 °C / Inert atmosphere
12.1: potassium osmate(VI) dihydrate; (DHQD)2-PYR; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 48 h / 0 °C / Inert atmosphere
13.1: iodine; calcium carbonate / methanol; water / 15 h / 40 °C / Inert atmosphere
14.1: hydrogen bromide / water / 5 h / 110 °C / Sealed tube; Inert atmosphere

Order SN-38 Intermediates

{{item['cas']}} | {{item['name']}}

MF:{{item['mf']}} MW:{{item['mw']}}

Download SDS

Catalog No.

Pack Size

Purity

Availability

Price

${{getUSMoneyFormat(sku['price'])}}

Add to Cart

Buy Now

References

1.Chemistry - A European Journal, 2011, vol. 17, # 37, p. 10462 – 10469
2.Ma, M.K., and McLeod, H.L. Lessons learned from the irinotecan metabolic pathway. Curr. Med. Chem. 10(1), 41-49 (2003).

3.Tanizawa, A., Fujimori, A., Fujimori, Y., et al. Comparison of topoisomerase I inhibition, DNA damage, and cytotoxicity of camptothecin derivatives presently in clinical trials. J. Natl. Cancer Inst. 86(11), 836-842 (1994).

4.Kawato, Y., Furuta, T., Aonuma, M., et al. Antitumor activity of a camptothecin derivative, CPT-11, against human tumor xenografts in nude mice. Cancer Chemother. Pharmacol. 28(3), 192-198 (1991).