azd-5991-s-enantiomer

InvivoChem Cat #:V4343CAS #:2143061-82-7 Purity >=98%

Description: AZD-5991 S-enantiomer, the S-enantiomer of AZD-5991, is the less active enantiomer of AZD-5991. AZD-5991 S-enantiomer is a Mcl-1 inhibitor with an IC50 of 6.3 uM in FRET assay and a Kd of 0.98 uM in surface plasmon resonance (SPR) assay. AZD-5991 is a novel, potent, rationally designed macrocyclic molecule and selective MCL-1 inhibitor with an IC50 of 0.7 nM in FRET assay and a Kd of 0.17 nM in surface plasmon resonance (SPR) assay. AZD5991 has high selectivity and affinity for Mcl-1 and is currently in clinical development. AZD5991 binds directly to Mcl-1 and induces rapid apoptosis in cancer cells, most notably myeloma and acute myeloid leukemia, by activating the Bak-dependent mitochondrial apoptotic pathway. AZD5991 shows potent antitumor activity in vivo with complete tumor regression in several models of multiple myeloma and acute myeloid leukemia after a single tolerated dose as monotherapy or in combination with bortezomib or venetoclax. Based on these promising data, a Phase I clinical trial has been launched for evaluation of AZD5991 in patients with hematological malignancies (NCT03218683).

References: Nat Commun. 2018 Dec 17; 9(1):5341.

Related CAS#:2143010-83-5 (AZD-5991 Racemate); 2143061-81-6 (free base); 2143061-85-0 (sodium salt)

-20C for 3 years in powder form

Synonym: AZD-5991 S-enantiomer; AZD-5991; AZD 5991 S-enantiomer.
IUPAC/Chemical Name: 16-chloro-11, 21, 25, 61-tetramethyl-11H, 21H, 61H-10-oxa-4, 8-dithia-1(7, 3)-indola-2(4, 3), 6(3, 5)-dipyrazola-9(3, 1)-naphthalenacyclotridecaphane-12-carboxylic acid
InChi Key: KBQCEQAXHPIRTF-UHFFFAOYSA-N
InChi Code: InChI=1S/C35H34ClN5O3S2/c1-20-31-29(38-40(20)3)19-45-17-22-15-23(41(4)37-22)18-46-24-14-21-8-5-6-9-25(21)30(16-24)44-13-7-10-26-27-11-12-28(36)32(31)33(27)39(2)34(26)35(42)43/h5-6, 8-9, 11-12, 14-16H, 7, 10, 13, 17-19H2, 1-4H3, (H, 42, 43)
SMILES Code: CN1C(C(O)=O)=C(CCCOC2=C(C=CC=C3)C3=CC(SC4)=C2)C5=CC=C(Cl)C(C6=C(C)N(C)N=C6CSCC7=NN(C)C4=C7)=C51