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MedKoo Cat#: 200020 | Name: Sivifene

Description:

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

Sivifene, also known as A-007, is a immunomodulating agent with potential antineoplastic activities. Sivifene may stimulate a local immune response against human papillomavirus (HPV)-induced cervical intraepithelial neoplasia (CIN). A-007 possesses three moieties that appear to have an influence on its anticancer activities: diphenylmethane, hydrazone, and dinitrophenyl. A-007, as a 0.25% gel, is confirmed as an effective palliative treatment option for cutaneous metastases from cancers.

Chemical Structure

Sivifene
Sivifene
CAS#2675-35-6

Theoretical Analysis

MedKoo Cat#: 200020

Name: Sivifene

CAS#: 2675-35-6

Chemical Formula: C19H14N4O6

Exact Mass: 394.0913

Molecular Weight: 394.34

Elemental Analysis: C, 57.87; H, 3.58; N, 14.21; O, 24.34

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
A-007; A007; A 007; Sivifene.
IUPAC/Chemical Name
4-[[2-(2,4-dinitrophenyl)hydrazinyl]-(4-hydroxyphenyl)methylidene]cyclohexa-2,5-dien-1-one
InChi Key
JOADKLYQCOMENH-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H14N4O6/c24-15-6-1-12(2-7-15)19(13-3-8-16(25)9-4-13)21-20-17-10-5-14(22(26)27)11-18(17)23(28)29/h1-11,20-21,24H
SMILES Code
O=C1C=C/C(C=C1)=C(NNC2=CC=C([N+]([O-])=O)C=C2[N+]([O-])=O)\C3=CC=C(O)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, not in water
Shelf Life
>5 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
 

Preparing Stock Solutions

The following data is based on the product molecular weight 394.34 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
1: Sagiraju S, Chen K, Cole RB, Jursic BS. Electrospray-ionization mass spectrometry study of cyclodextrin complexes with A007 prodrugs. Carbohydr Res. 2009 Nov 2;344(16):2167-72. doi: 10.1016/j.carres.2009.06.042. Epub 2009 Jul 22. PubMed PMID: 19729153. 2: Sagiraju S, Jursic BS. NMR spectroscopic study of cyclodextrin inclusion complexes with A-007 prodrugs. Carbohydr Res. 2008 May 19;343(7):1180-90. doi: 10.1016/j.carres.2008.03.014. Epub 2008 Mar 14. PubMed PMID: 18384761. 3: Bayes M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2006 Sep;28(7):451-95. Review. PubMed PMID: 17003851. 4: Eilender D, LoRusso P, Thomas L, McCormick C, Rodgers AH, Hooper CL, Tornyos K, Krementz ET, Parker S, Morgan LR. 4,4'-Dihydroxybenzophenone-2,4-dinitrophenylhydrazone (A-007): a topical treatment for cutaneous metastases from malignant cancers. Cancer Chemother Pharmacol. 2006 Jun;57(6):719-26. Epub 2005 Sep 24. PubMed PMID: 16184382. 5: Vafaei AA, Rashidy-Pour A. Reversible lesion of the rat's orbitofrontal cortex interferes with hippocampus-dependent spatial memory. Behav Brain Res. 2004 Feb 4;149(1):61-8. PubMed PMID: 14739010. 6: Morgan LR, Thangaraj K, LeBlanc B, Rodgers A, Wolford LT, Hooper CL, Fan D, Jursic BS. Design, synthesis, and anticancer properties of 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone and analogues. J Med Chem. 2003 Oct 9;46(21):4552-63. PubMed PMID: 14521417. 7: Morgan LR, Jursic BS, Hooper CL, Neumann DM, Thangaraj K, LeBlanc B. Anticancer activity for 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone (A-007) analogues and their abilities to interact with lymphoendothelial cell surface markers. Bioorg Med Chem Lett. 2002 Dec 2;12(23):3407-11. PubMed PMID: 12419372. 8: Morgan LR, Rodgers AH, Hooper CL, Ratterree M, Soike K, Serota D, Beis R, Schwartz SL. Comparative dermal pharmacology and toxicology of 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone (A-007) in rodents and primates. In Vivo. 2001 Nov-Dec;15(6):479-84. PubMed PMID: 11887332. 9: Wang J, Song JJ, Seong IS, Franklin MC, Kamtekar S, Eom SH, Chung CH. Nucleotide-dependent conformational changes in a protease-associated ATPase HsIU. Structure. 2001 Nov;9(11):1107-16. PubMed PMID: 11709174. 10: Morgan LR, Rodgers AH, LeBlanc BW, Boué SM, Yang Y, Jursic BS, Cole RB. Anticancer properties for 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone (A-007)/3,7-diaminophenothiazin-5-ium double salts. Bioorg Med Chem Lett. 2001 Aug 20;11(16):2193-5. PubMed PMID: 11514168. 11: Calderon J, Perry RJ, Erzinclioglu SW, Berrios GE, Dening TR, Hodges JR. Perception, attention, and working memory are disproportionately impaired in dementia with Lewy bodies compared with Alzheimer's disease. J Neurol Neurosurg Psychiatry. 2001 Feb;70(2):157-64. PubMed PMID: 11160462; PubMed Central PMCID: PMC1737215. 12: Morgan LR, Rodgers AH, Fan D, Soike K, Ratterree M, Sartin BW, Harrison TJ. Comparative preclinical toxicology and pharmacology of 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone (A-007) in vitro and in rodents and primates. In Vivo. 1997 Jan-Feb;11(1):29-37. PubMed PMID: 9067770. 13: Zappavigna V, Falciola L, Helmer-Citterich M, Mavilio F, Bianchi ME. HMG1 interacts with HOX proteins and enhances their DNA binding and transcriptional activation. EMBO J. 1996 Sep 16;15(18):4981-91. PubMed PMID: 8890171; PubMed Central PMCID: PMC452236. 14: Ferrari S, Finelli P, Rocchi M, Bianchi ME. The active gene that encodes human high mobility group 1 protein (HMG1) contains introns and maps to chromosome 13. Genomics. 1996 Jul 15;35(2):367-71. PubMed PMID: 8661151. 15: Subramasnian S, Rodgers AH, Morgan LR, Soike K, Ratteree M. Relative bioavailability of 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone (A-007) in rats and monkeys. J Exp Ther Oncol. 1996 Jan;1(1):62-5. PubMed PMID: 9414389. 16: Gariboldi M, De Gregorio L, Ferrari S, Manenti G, Pierotti MA, Bianchi ME, Dragani TA. Mapping of the Hmg1 gene and of seven related sequences in the mouse. Mamm Genome. 1995 Sep;6(9):581-5. PubMed PMID: 8535062. 17: Rodgers AH, Subramanian S, Morgan LR Jr. High-performance liquid chromatographic determination of 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone in plasma. J Chromatogr B Biomed Appl. 1995 Aug 18;670(2):365-8. PubMed PMID: 8548030. 18: Ferrari S, Ronfani L, Calogero S, Bianchi ME. The mouse gene coding for high mobility group 1 protein (HMG1). J Biol Chem. 1994 Nov 18;269(46):28803-8. PubMed PMID: 7961836. 19: Bianchi ME. Prokaryotic HU and eukaryotic HMG1: a kinked relationship. Mol Microbiol. 1994 Oct;14(1):1-5. Review. PubMed PMID: 7830547. 20: Falciola L, Murchie AI, Lilley DM, Bianchi M. Mutational analysis of the DNA binding domain A of chromosomal protein HMG1. Nucleic Acids Res. 1994 Feb 11;22(3):285-92. PubMed PMID: 8127664; PubMed Central PMCID: PMC523578.