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Merck
CN

S8692

硫前列酮

≥95% (HPLC), prostanoid receptor agonist, oil

别名:

(5Z,11α,13E,15R)--11,15-Dihydroxy-9-oxo-16-phenoxy-17,18,19,20-tetranorprosta-5,13-dienoic acid methane sulfonamide, CP-34089, SHB-286, ZK-57671

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关于此项目

经验公式(希尔记法):
C23H31NO7S
化学文摘社编号:
分子量:
465.56
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
262-173-0
MDL number:
Assay:
≥95% (HPLC)
Form:
oil
Quality level:
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产品名称

硫前列酮, ≥95% (HPLC), oil

InChI

1S/C23H31NO7S/c1-32(29,30)24-23(28)12-8-3-2-7-11-19-20(22(27)15-21(19)26)14-13-17(25)16-31-18-9-5-4-6-10-18/h2,4-7,9-10,13-14,17,19-20,22,25,27H,3,8,11-12,15-16H2,1H3,(H,24,28)/b7-2-,14-13+/t17-,19-,20-,22-/m1/s1

InChI key

UQZVCDCIMBLVNR-TWYODKAFSA-N

SMILES string

CS(=O)(=O)NC(=O)CCC\C=C/C[C@@H]1[C@@H](\C=C\[C@@H](O)COc2ccccc2)[C@H](O)CC1=O

assay

≥95% (HPLC)

form

oil

color

colorless to yellow-brown

solubility

DMSO: >10 mg/mL

shipped in

wet ice

storage temp.

−20°C

Quality Level

Application

Human chondrocytes3 and mouse adrenal chromaffin cells4 were treated with sulprostone to study the biological effects of PGE2.

Biochem/physiol Actions

Selective EP3 prostanoid receptor agonist.
Sulprostone is an analog of prostaglandin E2 (PGE2)1 and antagonizes vasopressin-induced antidiuretic responses in cells from rat renal inner medullae by a mechanism that involves activation of Rho.2

pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Thomas Schmitz et al.
Obstetrics and gynecology, 118(2 Pt 1), 257-265 (2011-07-22)
Use of prostaglandins, including sulprostone (an E2 analog), is recommended for second-line uterotonic treatment of atonic postpartum hemorrhage and might be considered as an indicator of quality of care in severe atonic postpartum hemorrhage management. Our objective was to estimate
Takahiro Shimizu et al.
Neuropharmacology, 82, 19-27 (2014-03-25)
We recently reported that intracerebroventricularly administered 2-arachidonoylglycerol elevated plasma noradrenaline and adrenaline by brain monoacylglycerol lipase- (MGL) and cyclooxygenase-mediated mechanisms in the rat. These results suggest that 2-arachidonoylglycerol is hydrolyzed by MGL to free arachidonic acid, which is further metabolized
N Foudi et al.
British journal of pharmacology, 163(4), 826-834 (2011-02-18)
Human internal mammary arteries (IMA) and saphenous veins (SV) are frequently used for coronary artery bypass graft surgery. Intra- and postoperatively, the bypass grafts are exposed to inflammatory conditions, under which there is a striking increase in the synthesis of
Giovanny J Martínez-Colón et al.
Pharmacology & therapeutics, 185, 135-146 (2017-12-25)
The body is exposed to foreign pathogens every day, but remarkably, most pathogens are effectively cleared by the innate immune system without the need to invoke the adaptive immune response. Key cellular components of the innate immune system include macrophages
Keith Morrison et al.
The Journal of pharmacology and experimental therapeutics, 365(3), 727-733 (2018-03-29)
Selexipag [2-{4-[(5,6-diphenylpyrazin-2-yl)(isopropyl)amino]butoxy}-N-(methylsulfonyl)acetamide] is a selective nonprostanoid prostacyclin (PGI2) receptor (IP receptor) agonist that is approved for the treatment of pulmonary arterial hypertension (PAH). In contrast to selexipag, PGI2 analogs used in the clinic are nonselective agonists at prostanoid receptors and

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