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Merck
CN

SML2737

AER-271

≥98% (HPLC)

Synonym(s):

2-(3,5-bis(Trifluoromethyl)phenylcarbamoyl)-4-chlorophenyl dihydrogen phosphate, AER-270 phosphate, AER-270 precursor, AER-270 prodrug, IMD-0354 phosphate, IMD-0354 precursor, IMD-0354 prodrug, N-[3,5-bis(Trifluoromethyl)phenyl]-5-chloro-2-(phosphonooxy)benzamide

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About This Item

Empirical Formula (Hill Notation):
C15H9ClF6NO5P
CAS Number:
634913-39-6
Molecular Weight:
463.65
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

AER-271, ≥98% (HPLC)

InChI key

WSHXPHFIHYXZKC-UHFFFAOYSA-N

SMILES string

FC(F)(F)c1cc(cc(c1)C(F)(F)F)NC(=O)c2c(ccc(c2)Cl)O[P](=O)(O)O

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

AER-271 is a phosphonate precursor (prodrug) form of the selective aquaporin 4 (AQP4) inhibitor IMD-0354 (AER-270; hu/m/r IC50 = 420/390/210 nM using respective CHO AQP4 transfectants) with >5000-fold enhanced solubility. AER-271 is rapidly converted to AER-270 in vivo (plasma AER-270 Cmax = 500 ng/mL or 1.75 μM, 20 min post 10 mg AER-271/kg i.p.; C57BL/6 mice) and exhibits therapeutic efficacy in rodent models of brain damage by cardiac arrest or ischemic stroke (5-10 mg/kg ip. & 0.08 mg/h sc. in mice; 1-10 mg/kg iv. in rats).
Phosphonate precursor (prodrug) of the selective aquaporin 4 (AQP4) inhibitor IMD-0354 (AER-270) with in vivo efficacy in rodent models of brain damage.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000094171
0000094172
0000084626

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Michael Nicosia et al.
Scientific reports, 9(1), 7417-7417 (2019-05-17)
Aquaporins (AQPs) are water channels that mediate a variety of biological processes. However, their role in the immune system is poorly understood. We recently reported that AQP4 is expressed by naïve and memory T cells and that AQP4 blockade with
Katayoun Ayasoufi et al.
American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons, 18(5), 1238-1246 (2017-12-16)
Prolonged cold ischemia storage (CIS) is a leading risk factor for poor transplant outcome. Existing strategies strive to minimize ischemia-reperfusion injury in transplanted organs, yet there is a need for novel approaches to improve outcomes of marginal allografts and expand
George W Farr et al.
Neuroscience, 404, 484-498 (2019-02-10)
Cerebral edema in ischemic stroke can lead to increased intracranial pressure, reduced cerebral blood flow and neuronal death. Unfortunately, current therapies for cerebral edema are either ineffective or highly invasive. During the development of cytotoxic and subsequent ionic cerebral edema
Ankit Awasthi et al.
Science (New York, N.Y.), 363(6422) (2018-12-14)
Forgetting is important. Without it, the relative importance of acquired memories in a changing environment is lost. We discovered that synaptotagmin-3 (Syt3) localizes to postsynaptic endocytic zones and removes AMPA receptors from synaptic plasma membranes in response to stimulation. AMPA

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