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Merck
CN

PZ0146

SC-53116 hydrochloride hydrate

≥98% (HPLC)

Synonym(s):

4-Amino-5-chloro-N-[[(1S,7aS)-hexahydro-1H-pyrrolizin-1-yl]methyl]-2-methoxy-benzamide, SC 49518 hydrate

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About This Item

Empirical Formula (Hill Notation):
C16H22ClN3O2 · HCl · xH2O
CAS Number:
141196-99-8
Molecular Weight:
360.28 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329823731
NACRES:
NA.77

Key Documents

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SMILES string

O.Cl.COc1cc(N)c(Cl)cc1C(=O)NC[C@@H]2CCN3CCCC23

InChI

1S/C16H22ClN3O2.ClH.H2O/c1-22-15-8-13(18)12(17)7-11(15)16(21)19-9-10-4-6-20-5-2-3-14(10)20;;/h7-8,10,14H,2-6,9,18H2,1H3,(H,19,21);1H;1H2/t10-,14-;;/m0../s1

InChI key

CZXMPKPHHWPFSI-UROSVOJDSA-N

assay

≥98% (HPLC)

form

powder

color

, white to yellow to brown

solubility

H2O: 10 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

SC-53116 is a 5-HT4 receptor partial agonist.
SC-53116 is a 5-HT4 receptor partial agonist. SC-53116 has been shown to ameliorate scopolamine-induced impairment in learning in rats at a does of 10 μg/rat i.c.v and increase population spike amplitude in the CA1 and CA3 fields of the hippocampus at the same concentration.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
114M4723V
090M4721

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L Oosterbosch et al.
Gut, 34(6), 794-798 (1993-06-01)
The aim was to investigate the action of serotonin (5HT) on function of the ileocolonic junction (ICJ) in vivo. In anaesthetised rats, models were developed to study the effects of intra-aortic (ia) serotonin on ileocolonic and colonic transit, and the
Daniel P Becker et al.
Bioorganic & medicinal chemistry letters, 14(12), 3073-3075 (2004-05-20)
Pyrrolizidine benzamide (+/-)-2, the bridgehead-methyl analog of SC-53116, was prepared and evaluated for 5-HT(4) agonism activity in the rat tunica muscularis (TMM) mucosae assay. Compound (+/-)-2 has an EC(50) of 449 nM in the TMM assay, as compared to 23
P G McLean et al.
British journal of pharmacology, 115(1), 47-56 (1995-05-01)
1. The pharmacological properties of 5-hydroxytryptamine (5-HT), the 5-HT4 receptor agonists, DAU 6236 and SC 53116 and the 5-HT4 receptor antagonist, GR 1130808, were studied in the rat oesophagus, rat ileum and human colon. 2. 5-HT relaxed the longitudinal muscle
P G McLean et al.
Naunyn-Schmiedeberg's archives of pharmacology, 354(4), 513-519 (1996-10-01)
The effects of chronic infusion with 5-hydroxytryptamine (5-HT, 75 micrograms/kg per hour) for 5 or 10 days in vivo on the responses of rat oesophagus, fundus and jejunum to 5-HT and partial 5-HT receptor agonists in vitro were investigated. In
S S Hegde et al.
Naunyn-Schmiedeberg's archives of pharmacology, 351(6), 589-595 (1995-06-01)
It is well documented that certain substituted benzamides, such as cisapride, and benzimidazolones, such as BIMU 8, enhance gastric emptying in rats. As these compounds possess 5-HT3 antagonistic and 5-HT4 agonistic properties, the precise mechanisms (5-HT3 or 5-HT4) underlying their
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