U 71184

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 585351

CAS#: 101222-80-4

Description: U 71184 is an anti-tumor agent.


Chemical Structure

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U 71184
CAS# 101222-80-4

Theoretical Analysis

MedKoo Cat#: 585351
Name: U 71184
CAS#: 101222-80-4
Chemical Formula: C30H23N5O3
Exact Mass: 501.18
Molecular Weight: 501.546
Elemental Analysis: C, 71.84; H, 4.62; N, 13.96; O, 9.57

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: U 71184; U71184; U-71184

IUPAC/Chemical Name: N-[2-[(12S)-3-Methyl-7-oxo-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-triene-10-carbonyl]-1H-indol-5-yl]-1H-indole-2-carboxamide

InChi Key: KSEVSZOOMUWSRV-VITKDRCNSA-N

InChi Code: InChI=1S/C30H23N5O3/c1-15-13-31-27-24(36)11-25-30(26(15)27)12-18(30)14-35(25)29(38)23-10-17-8-19(6-7-21(17)34-23)32-28(37)22-9-16-4-2-3-5-20(16)33-22/h2-11,13,18,31,33-34H,12,14H2,1H3,(H,32,37)/t18-,30?/m1/s1

SMILES Code: O=C(C(N1)=CC2=C1C=CC=C2)NC3=CC4=C(NC(C(N(C[C@@]5([H])C6)C(C56C7=C8NC=C7C)=CC8=O)=O)=C4)C=C3

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 501.55 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Baraldi PG, Cacciari B, Romagnoli R, Spalluto G, Gambari R, Bianchi N, Passadore M, Ambrosino P, Mongelli N, Cozzi P, Geroni C. Synthesis, cytotoxicity, antitumor activity and sequence selective binding of two pyrazole analogs structurally related to the antitumor agents U-71,184 and adozelesin. Anticancer Drug Des. 1997 Oct;12(7):555-76. PubMed PMID: 9365502.

2: Passadore M, Bianchi N, Feriotto G, Mischiati C, Rutigliano C, Gambari R. In vitro and in vivo binding of a CC-1065 analogue to human gene sequences: a polymerase-chain reaction study. Eur J Pharmacol. 1997 Jan 29;319(2-3):317-25. PubMed PMID: 9042607.

3: Kim DY, Shih DS, Cho DY, Swenson DH. Helix-stabilizing compounds CC-1065 and U-71,184 bind to RNA-DNA and DNA-DNA duplexes containing modified internucleotide linkages and stabilize duplexes against thermal melting. Antisense Res Dev. 1995 Spring;5(1):49-57. PubMed PMID: 7542048.

4: Mohamadi F, Spees MM, Staten GS, Marder P, Kipka JK, Johnson DA, Boger DL, Zarrinmayeh H. Total synthesis and biological properties of novel antineoplastic (chloromethyl)furanoindolines: an asymmetric hydroboration mediated synthesis of the alkylation subunits. J Med Chem. 1994 Jan 21;37(2):232-9. PubMed PMID: 8295210.

5: Lee S, Inselburg J. In vitro sensitivity of Plasmodium falciparum to drugs that bind DNA or inhibit its synthesis. J Parasitol. 1993 Oct;79(5):780-2. PubMed PMID: 8410555.

6: Moy BC, Petzold GL, Badiner GJ, Kelly RC, Aristoff PA, Adams EG, Li LH, Bhuyan BK. Characterization of B16 melanoma cells resistant to the CC-1065 analogue U-71,184. Cancer Res. 1990 Apr 15;50(8):2485-92. PubMed PMID: 2317831.

7: Swenson DH, Petzold GL, Williams MG, Li LH, Prairie MD, Krueger WC. Evaluation of DNA binding characteristics of some CC-1065 analogs. Chem Biol Interact. 1988;67(3-4):199-213. PubMed PMID: 3191534.

8: Adams EG, Badiner GJ, Bhuyan BK. Effects of U-71,184 and several other CC-1065 analogues on cell survival and cell cycle of Chinese hamster ovary cells. Cancer Res. 1988 Jan 1;48(1):109-16. PubMed PMID: 2446739.