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SML3474

PF-06928215, cis-racemate

≥98% (HPLC)

Synonym(s):

Cis-2-(7-Oxo-5-phenyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3 carboxamido) cyclohexane-1-carboxylic acid, Cis-2-(7-Oxo-5-phenyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carboxamido)cyclohexanecarboxylic acid, PF-06928215 cis-enantiomers (1R,2S) and (1S,2R)

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About This Item

Empirical Formula (Hill Notation):
C20H20N4O4
CAS Number:
2570808-90-9
Molecular Weight:
380.40
UNSPSC Code:
51111800
NACRES:
NA.77
MDL number:
MFCD32644796
Assay:
≥98% (HPLC)
Form:
powder
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Quality Segment

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

2-8°C

SMILES string

OC([C@H](CCCC1)[C@H]1NC(C2=C3N(N=C2)C(C=C(C4=CC=CC=C4)N3)=O)=O)=O

InChI

1S/C20H20N4O4/c25-17-10-16(12-6-2-1-3-7-12)22-18-14(11-21-24(17)18)19(26)23-15-9-5-4-8-13(15)20(27)28/h1-3,6-7,10-11,13,15,22H,4-5,8-9H2,(H,23,26)(H,27,28)/t13-,15+/m1/s1

InChI key

LCOWXYIOVWEZPJ-HIFRSBDPSA-N

Biochem/physiol Actions

PF-06928215 is a high affinity (KD of the (1R,2S) enantiomer = 200 nM) active site-targeting, substrate-competitive cyclic GMP-AMP synthase (cGAS) inhibitor (IC50 = 4.9 μM using the (1R,2S) enantiomer; in the presence of 1 mM ATP, 0.3 mM GTP, 100 nM 45-bp interferon-stimulatory dsDNA (ISD)). PF-06928215 displays no inhibitory potency against dsDNA-induced IFN-β expression in cellular cGAS assays, most likely due to limited cell-permeability and/or high levels of cellular ATP and GTP in the reporter cells employed. Note: this product contains the two cis-enantiomers (1R,2S) and (1S,2R).

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

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