2-AAF | CAS#53-96-3 | Carcinogenic

MedKoo Cat#: 208241 | Name: 2-AAF

Description:

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

2-Acetylaminofluorene (2-AAF) is a carcinogenic and mutagenic derivative of fluorene. It is used as a biochemical tool in the study of carcinogenesis. Studies have shown that it induces tumors in a number of species in the liver, bladder, and kidney. It is thought that 2-AAF-DNA adduct formation leads to mutation, and eventually tumor formation

Chemical Structure

2-AAF

CAS#53-96-3

Theoretical Analysis

MedKoo Cat#: 208241

Name: 2-AAF

CAS#: 53-96-3

Chemical Formula: C15H13NO

Exact Mass: 223.0997

Molecular Weight: 223.23

Elemental Analysis: C, 80.69; H, 5.87; N, 6.27; O, 7.17

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

2AAF, 2-AA-F, 2A-AF, 2-Acetylaminofluorene; N-2-Fluorenylacetamide

IUPAC/Chemical Name

N-2-Fluorenylacetamide

InChi Key

CZIHNRWJTSTCEX-UHFFFAOYSA-N

InChi Code

InChI=1S/C15H13NO/c1-10(17)16-13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9H,8H2,1H3,(H,16,17)

SMILES Code

CC(NC1=CC(CC2=C3C=CC=C2)=C3C=C1)=O

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 223.23 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.

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

1: Cienfuegos JA, Rotellar F, Valenti V. Hepatocyte transplantation. Rev Esp Enferm Dig. 2019 Nov;111(11):896-897. doi: 10.17235/reed.2019.6270/2019. PMID: 31663360. 2: Downs TR, Arlt VM, Barnett BC, Posgai R, Pfuhler S. Effect of 2-acetylaminofluorene and its genotoxic metabolites on DNA adduct formation and DNA damage in 3D reconstructed human skin tissue models. Mutagenesis. 2021 Apr 28;36(1):63-74. doi: 10.1093/mutage/gez044. PMID: 31816077; PMCID: PMC8081378. 3: Nafisi S, Bonsaii M, Alexis V, Glick J. Binding of 2-acetylaminofluorene to DNA. DNA Cell Biol. 2011 Nov;30(11):955-62. doi: 10.1089/dna.2011.1229. Epub 2011 Jun 13. PMID: 21668357. 4: National Toxicology Program. 2‑Acetylaminofluorene. Rep Carcinog. 2011;12:24-5. PMID: 21829238. 5: Lin M, Sun P, Zhang G, Xu X, Liu G, Miao H, Yang Y, Xu H, Zhang L, Wu P, Li M. Vitamin K2-enhanced liver regeneration is associated with oval cell expansion and up-regulation of matrilin-2 expression in 2-AAF/PH rat model. Curr Mol Med. 2014 Mar;14(3):361-9. doi: 10.2174/1566524013666131118113017. PMID: 24236453. 6: Dayanidhi PD, Vaidyanathan VG. Understanding the ancillary ligand effect on luminescent cyclometalated Ir(III) complex as a reporter for 2-acetylaminofluorene DNA(AAF-dG) adduct. J Biol Inorg Chem. 2022 Feb;27(1):189-199. doi: 10.1007/s00775-021-01920-5. Epub 2021 Nov 29. PMID: 34843001. 7: Jenkins GJ, Parry JM. Restriction site mutation (RSM) analysis of 2-acetylaminofluorene (2-AAF)-induced mouse liver mutations and comparison with the measurement of in vivo micronucleus induction in the bone marrows of (2-AAF)-treated mice. Teratog Carcinog Mutagen. 2000;20(3):107-17. doi: 10.1002/(sici)1520-6866(2000)20:3<107::aid-tcm2>3.0.co;2-8. PMID: 10820421. 8: Hoogervorst EM, van Oostrom CT, Beems RB, van Benthem J, van den Berg J, van Kreijl CF, Vos JG, de Vries A, van Steeg H. 2-AAF-induced tumor development in nucleotide excision repair-deficient mice is associated with a defect in global genome repair but not with transcription coupled repair. DNA Repair (Amst). 2005 Jan 2;4(1):3-9. doi: 10.1016/j.dnarep.2004.08.009. PMID: 15533832. 9: 2-Acetylaminofluorene. Rep Carcinog. 2004;11:III3-4. PMID: 21089793. 10: Verna L, Whysner J, Williams GM. 2-Acetylaminofluorene mechanistic data and risk assessment: DNA reactivity, enhanced cell proliferation and tumor initiation. Pharmacol Ther. 1996;71(1-2):83-105. doi: 10.1016/0163-7258(96)00063-0. PMID: 8910950.