Sivifene

Sivifene

Clinical data
Other names	A-007; 4,4'-Dihydroxybenzophenone-2,4-dinitrophenylhydrazone
Routes of administration	Topical
Identifiers
IUPAC name 4-[[2-(2,4-Dinitrophenyl)hydrazinyl]-(4-hydroxyphenyl)methylidene]cyclohexa-2,5-dien-1-one
CAS Number	2675-35-6
PubChem CID	5717660
ChemSpider	10632319
UNII	XAV05295I5
KEGG	D09380
ChEMBL	ChEMBL307697
CompTox Dashboard (EPA)	DTXSID30949554
Chemical and physical data
Formula	C19H14N4O6
Molar mass	394.343 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1=CC(=O)C=CC1=C(C2=CC=C(C=C2)O)NNC3=C(C=C(C=C3)[N+](=O)[O-])[N+](=O)[O-]
InChI 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 Key:JOADKLYQCOMENH-UHFFFAOYSA-N

Sivifene (INN, USAN; developmental code name A-007) is a small-molecule antineoplastic agent and immunomodulator that was under development in the 2000s by Tigris Pharmaceuticals (now Kirax Corporation) as a topical treatment for cutaneous cancer metastases. It was specifically being investigated to treat high-grade squamous intraepithelial lesions (HSIL) associated with human papillomavirus (HPV) infection and invasive carcinomas of the anogenital area such as cervical, vaginal, and anal cancers. The drug reached phase II clinical trials prior to its discontinuation.

Initially, due to its structural similarity to tamoxifen, sivifene was thought to be a selective estrogen receptor modulator (SERM), but subsequent research revealed that it does not bind to the estrogen receptor (ER) and does not possess antiestrogenic activity. The actual mechanism of action of sivifene is unknown, but it is thought to produce its immunomodulating effects via upregulation of the CD45 T-lymphocyte cell surface receptor.

See also

• Tesmilifene

External links

• Sivifene - AdisInsight