SML1469

Ulipristal acetate

≥98% (HPLC)

• Synonym(s): (11β)-17-(Acetyloxy)-11-[4-(dimethylamino)phenyl]-19-norpregna-4,9-diene-3,20-dione, CDB-2914
• Empirical Formula (Hill Notation): C₃₀H₃₇NO₄
• CAS Number: 126784-99-4
• Molecular Weight: 475.62
• MDL number: MFCD00899035
• UNSPSC Code: 51111800
• PubChem Substance ID: 329825903
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D +165 to +185°, c = 1 in dichloromethane
• color: white to beige
• solubility: DMSO: 5 mg/mL, clear (warmed)
• storage temp.: −20°C
• SMILES string: O=C(C)[C@@]1(OC(C)=O)CC[C@@]2([H])[C@]3([H])CCC4=CC(CCC4=C3[C@@H](C5=CC=C(N(C)C)C=C5)C[C@@]21C)=O
• InChI: 1S/C30H37NO4/c1-18(32)30(35-19(2)33)15-14-27-25-12-8-21-16-23(34)11-13-24(21)28(25)26(17-29(27,30)3)20-6-9-22(10-7-20)31(4)5/h6-7,9-10,16,25-27H,8,11-15,17H2,1-5H3/t25-,26+,27-,29-,30-/m0/s1
• InChI key: OOLLAFOLCSJHRE-ZHAKMVSLSA-N
• Gene Information: human ... PGR(5241)

Description

Biochem/physiol Actions

Ulipristal acetate is a selective progesterone receptor modulator (SPRM) with tissue-selective partial antagonist activity. It has clinical use both as an emergency contraceptive and as a treatment for uterine fibroids. Ulipristal acetate acts as a partial antagonist on the hypothalamic–pituitary–ovarian axis to inhibit or delay ovulation without affecting human embryo implantation. As a progesterone antagonist, Ulipristal acetate selectively suppresses neo-vascularization, cell proliferation, and survival in uterine fibroid cells, but not in normal myometrial cells.

Ulipristal acetate is known to reduce uncontrolled bleeding due to post uterine fibroid surgery.

Safety Information

• Pictograms: GHS08
• Signal Word: Warning
• Hazard Statements: H361fd
• Precautionary Statements: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable