Sivifene

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

MedKoo CAT#: 200020

CAS#: 2675-35-6

Description: 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

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Sivifene
CAS# 2675-35-6

Theoretical Analysis

MedKoo Cat#: 200020
Name: Sivifene
CAS#: 2675-35-6
Chemical Formula: C19H14N4O6
Exact Mass: 394.09133
Molecular Weight: 394.33766
Elemental Analysis: C, 57.87; H, 3.58; N, 14.21; O, 24.34

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.

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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

Preparing Stock Solutions

The following data is based on the product molecular weight 394.33766 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

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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.



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