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C238

Sigma-Aldrich

S(−)-Cyanopindolol hemifumarate salt

solid, ≥98% (HPLC)

Synonym(s):

4-[3-[(1,1-Dimethylethyl)amino]-2-hydroxypropoxy]-1H-indole-2-carbonitrile hemifumarate salt

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About This Item

Empirical Formula (Hill Notation):
C16H21N3O2 · 0.5 C4H4O4
CAS Number:
874882-72-1
Molecular Weight:
345.39
UNSPSC Code:
12352200
PubChem Substance ID:
24892321
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

solid

optical activity

[α]20/D −13.0°, c = 0.215 in methanol(lit.)

color

white to off-white

solubility

DMSO: >10 mg/mL

SMILES string

OC(=O)\C=C\C(O)=O.CC(C)(C)NC[C@H](O)COc1cccc2[nH]c(cc12)C#N.CC(C)(C)NC[C@H](O)COc3cccc4[nH]c(cc34)C#N

InChI

1S/2C16H21N3O2.C4H4O4/c2*1-16(2,3)18-9-12(20)10-21-15-6-4-5-14-13(15)7-11(8-17)19-14;5-3(6)1-2-4(7)8/h2*4-7,12,18-20H,9-10H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;;2-1+/t2*12-;/m00./s1

InChI key

ZSBITJKBOWVCCI-SODPCTSLSA-N

Biochem/physiol Actions

5-HT1A/1B serotonin receptor antagonist; β3-adrenoceptor antagonist.

Features and Benefits

This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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H Giles et al.
British journal of pharmacology, 117(6), 1119-1126 (1996-03-01)
1. Chinese hamster ovary (CHO) cells have been reported to be devoid of 5-HT receptors and have frequently been used as hosts for the expression of cloned 5-HT receptors. Unexpectedly, 5-HT was found to induce profound inhibition of forskolin-stimulated cyclic
P J Pauwels et al.
The Journal of pharmacology and experimental therapeutics, 270(3), 938-945 (1994-09-01)
Functional activity of 5-hydroxytryptamine (5-HT) receptor ligands and beta adrenergic receptor antagonists was studied at 5-HT1B receptor sites in Chinese hamster lung (CHL) fibroblasts by measuring two cellular responses: inhibition of forskolin-stimulated cyclic AMP formation and potentiation of basic fibroblast
A J Hoey et al.
British journal of pharmacology, 119(3), 564-568 (1996-10-01)
1. Cyanopindolol (CYP) is a potent antagonist at the beta 3-adrenoceptor in rat ileum. Several analogues of CYP and pindolol were synthesized that also produced antagonist effects at the beta 3-adrenoceptor. However, at high concentrations, these compounds appear to act

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