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S3065

Sigma-Aldrich

SC 19220

≥98% (HPLC), solid

Synonym(s):

2-Acetylhydrazide 10(11H)-carboxylic acid, 8-Chloro-dibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid

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10 MG
$211.00

About This Item

Empirical Formula (Hill Notation):
C16H14N3O3Cl
CAS Number:
19395-87-0
Molecular Weight:
331.75
MDL number:
MFCD02259329
UNSPSC Code:
12352200
PubChem Substance ID:
24278701
NACRES:
NA.77

$211.00

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Assay

≥98% (HPLC)

form

solid

color

white

mp

190-191 °C (lit.)

solubility

DMSO: soluble 10 mg/mL
H2O: insoluble

SMILES string

CC(=O)NNC(=O)N1Cc2ccccc2Oc3ccc(Cl)cc13

InChI

1S/C16H14ClN3O3/c1-10(21)18-19-16(22)20-9-11-4-2-3-5-14(11)23-15-7-6-12(17)8-13(15)20/h2-8H,9H2,1H3,(H,18,21)(H,19,22)

InChI key

KNURFLJTOUGOOQ-UHFFFAOYSA-N

Gene Information

human ... PTGER1(5731)
rat ... Ptger1(25637)

Application

SC 19220 was used to study the role of prostaglandin E2 in oxygen-glucose deprivation-induced neurotoxicity and preconditioning-induced neuroprotection in rat cortical cultures.[1]

Biochem/physiol Actions

EP1 Prostanoid receptor antagonist
SC 19220 is a competitive antagonist of prostaglandin E receptors. It competes with PGE2 in regulating vesicourethral motility and increases the bladder capacity of rats.[2] It inhibits the contraction of smooth muscles in response to prostaglandins E2 and F2α.[3] SC 19220 also inhibits the formation of osteoclasts induced by vitamin D3, parathyroid hormone, IL-11 and IL-6.[4]

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

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Certificates of Analysis (COA)

Lot/Batch Number
125K4609V
125K46093
125K46092
125K46091

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Alexander V Timoshenko et al.
Experimental cell research, 289(2), 265-274 (2003-09-23)
Aberrant upregulation of COX-2 enzyme resulting in accumulation of PGE2 in a cancer cell environment is a marker for progression of many cancers, including breast cancer. Four subtypes of cell surface receptors (EP1, EP2, EP3, and EP4), which are coupled
H Inoue et al.
The Journal of endocrinology, 161(2), 231-236 (1999-05-13)
1,25 Dihydroxy vitamin D3 (1,25(OH)2D3), prostaglandin (PG) E2 and parathyroid hormone (PTH) induce osteoclast formation in cell cultures. Previously, we have shown that SC-19220, an antagonist of the EP1 subtype of PGE receptors, inhibited tartrate-resistant acid phosphatase (TRAP)-positive cell formation
Xavier Norel et al.
British journal of pharmacology, 142(4), 788-796 (2004-06-03)
1. In human pulmonary vascular preparations, precontracted arteries were more sensitive to the relaxant effect of acetylcholine (ACh) than veins (pD(2) values: 7.25+/-0.08 (n=23) and 5.92+/-0.09 (n=25), respectively). Therefore, the role of prostacyclin (PGI(2)) was explored to examine whether this
C A Maggi et al.
European journal of pharmacology, 152(3), 273-279 (1988-08-02)
SC-19220 (5-20 mg/kg i.v.), a competitive receptor antagonist of PGE, increased the bladder capacity and reduced the voiding efficiency of micturition (elicited by slow transvesical filling) of urethane-anesthetized rats. The effect of SC-19220 was prevented by indomethacin pretreatment, whereas indomethacin
J B Farmer et al.
British journal of pharmacology, 52(4), 559-565 (1974-12-01)
1 The effects of the prostaglandin synthetase inhibitor, indomethacin and the prostaglandin antagonist SC-19220 (1-acetyl-2-[8-chloro-10,11-dihydrodibenz (b,f) (1,4)oxazepine-10-carbonyl] hydrazine), were examined on the tone of the guinea-pig isolated tracheal preparation and on the responses of the preparation to prostaglandin F(2alpha), arachidonic
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