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MilliporeSigma

S3065

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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About This Item

Empirical Formula (Hill Notation):
C16H14N3O3Cl
CAS Number:
19395-87-0
Molecular Weight:
331.75
NACRES:
NA.77
PubChem Substance ID:
24278701
UNSPSC Code:
12352200
MDL number:
MFCD02259329
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

Key Documents

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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)

SMILES string

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

InChI key

KNURFLJTOUGOOQ-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

color

white

mp

190-191 °C (lit.)

solubility

DMSO: soluble 10 mg/mL, H2O: insoluble

Quality Level

100

Gene Information

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

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SC 19220 ≥98% (HPLC), solid

Sigma-Aldrich

S3065

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BIA 2-093 ≥98% (HPLC), solid

Sigma-Aldrich

B5435

BIA 2-093

Celastrol ≥98% (HPLC), solid

Sigma-Aldrich

C0869

Celastrol

Vinpocetine ≥98%, solid

Sigma-Aldrich

V6383

Vinpocetine

form

solid

form

solid

form

solid

form

solid

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

solubility

DMSO: soluble 10 mg/mL, H2O: insoluble

solubility

DMSO: ~21 mg/mL, H2O: insoluble

solubility

DMSO: >10 mg/mL, H2O: insoluble

solubility

DMSO: 5 mg/mL, H2O: insoluble

color

white

color

white

color

red

color

white

mp

190-191 °C (lit.)

mp

-

mp

-

mp

-

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000158228
125K4609V
0000144215

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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
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
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
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
L Walch et al.
British journal of pharmacology, 134(8), 1671-1678 (2001-12-12)
1. To characterize the prostanoid receptors (TP, FP, EP(1) and/or EP(3)) involved in the vasoconstriction of human pulmonary veins, isolated venous preparations were challenged with different prostanoid-receptor agonists in the absence or presence of selective antagonists. 2. The stable thromboxane
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