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Merck
CN

S144

Sigma-Aldrich

SQ 29,548

solid

Synonym(s):

[1S-[1α,2α(Z),3α,4α]]-7-[3-[[2 [(Phenylamino) carbonyl]hydrazino]methyl]-7-oxabicyclo[2.2.1]hept-2-yl]-5-heptanoic acid

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About This Item

Empirical Formula (Hill Notation):
C21H29N3O4
CAS Number:
98672-91-4
Molecular Weight:
387.47
MDL number:
MFCD00153871
UNSPSC Code:
12352103

Key Documents

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form

solid

optical activity

[α]22/D +19.8°, c = 1.4 in methanol(lit.)

color

white

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 4.7 mg/mL
H2O: insoluble
ethanol: soluble

storage temp.

−20°C

InChI

1S/C21H29N3O4/c25-20(26)11-7-2-1-6-10-16-17(19-13-12-18(16)28-19)14-22-24-21(27)23-15-8-4-3-5-9-15/h1,3-6,8-9,16-19,22H,2,7,10-14H2,(H,25,26)(H2,23,24,27)/b6-1-/t16-,17+,18+,19-/m1/s1

InChI key

RJNDVCNWVBWHLY-YVUOLYODSA-N

Biochem/physiol Actions

Potent and specific thromboxane A2 receptor antagonist.

Disclaimer

Hygroscopic

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
099H4605

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J A Hunt et al.
Biochemical pharmacology, 43(8), 1747-1752 (1992-04-15)
The thromboxane A2 (TXA2) mimetic, 9,11-dideoxy-11,9-epoxymethano-prostaglandin F 2 alpha (U46619), mobilized calcium in the bovine aortic endothelial cell line AG4762 and stimulated release of prostacyclin from these cells. The U46619-stimulated release of prostacyclin could be inhibited by TXA2 antagonists with
M Naka et al.
The Journal of pharmacology and experimental therapeutics, 262(2), 632-637 (1992-08-11)
A high-affinity thromboxane (TX)A2/prostaglandin (PG) H2 receptor antagonist, I-SAP [7-[(1R,2S,3S,5R)-6,6-dimethyl-3-(4- iodobenzenesulfonylamino)bicyclo[3.1.1]hept-2-yl]-5(Z)-heptenoic acid] and its radiolabeled analog [125I]SAP (Mais et al., 1991) are characterized in the present study. I-SAP antagonized I-BOP ([1S-(1 alpha, 2 beta(5Z),3 alpha(1E,3R*),4 alpha)]-7-[3-(3-hydroxy-4- (4'-iodophenoxy)-1-butenyl)-7-oxabicyclo-[2.2.1]heptan-2y l]-5'heptenoic acid) and
H Monshizadegan et al.
Life sciences, 51(6), 431-437 (1992-01-01)
Binding of [3H]-SQ 29,548 was characterized to soluble thromboxane A2/prostaglandin H2 (TP) receptors from human platelet membranes as a means of examining ligand-receptor interactions outside the lipophilic environment of the cell membrane. Kinetic determination revealed a rate of ligand-receptor association

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