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Merck
CN

B4063

Sigma-Aldrich

BIMU8 hydrate

≥98% (HPLC)

Synonym(s):

2,3-Dihydro-N-[(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-3-(1-methylethyl)-2-oxo-1H-benzimidazole-1-carboxamide Hydrochloride (1:1) hydrate

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About This Item

Empirical Formula (Hill Notation):
C19H26N4O2·HCl · xH2O
CAS Number:
134296-40-5
Molecular Weight:
378.90 (anhydrous basis)
MDL number:
MFCD17215946
UNSPSC Code:
12352200
PubChem Substance ID:
329773228
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

off-white to light tan

solubility

H2O: ≥5 mg/mL

storage temp.

2-8°C

SMILES string

Cl.N1([C@@H]2C[C@H](C[C@H]1CC2)NC(=O)N3c4c(cccc4)N(C3=O)C(C)C)C.O

InChI

1S/C19H26N4O2.ClH.H2O/c1-12(2)22-16-6-4-5-7-17(16)23(19(22)25)18(24)20-13-10-14-8-9-15(11-13)21(14)3;;/h4-7,12-15H,8-11H2,1-3H3,(H,20,24);1H;1H2/t13-,14+,15-;;

InChI key

HZJJVFOOACXPTH-XZAJHMFNSA-N

Related Categories

Biochem/physiol Actions

BIMU8 hydrate is a potent 5-HT4 serotonin receptor agonist.
BIMU8 hydrate is a potent 5-HT4 serotonin receptor agonist. Serotonin (5-HT) is a major neurotransmitter that acts through a family of GPCRs and one ion channel. 5-HT4 receptor is GPCR expressed in many tissues, including brain, and modulates dopamine secretion, learning, and memory. BIMU8 is a full agonist at 5-HT4, but it binds differently than the endogenous ligand, 5-HT, shown through site-directed mutagenesis studies. It depolarizes neurons and was used to localize 5-HT4 to somatic but not dendritic regions of CA1 pyramidal neurons.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000418301
0000418301
0000384730
0000384730
0000249978

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C A Rizzi et al.
The Journal of pharmacology and experimental therapeutics, 261(2), 412-419 (1992-05-01)
The influence of three azabicycloalkyl benzimidazolone derivatives, DAU 6236, BIMU 1 and BIMU 8, which act as agonists at central 5-hydroxytryptamine (5-HT)4 receptors, has been investigated on cholinergic neuromuscular transmission and peristalsis in the guinea pig small intestine. In the
K A Wardle et al.
British journal of pharmacology, 110(4), 1593-1599 (1993-12-01)
1. Experiments were designed to characterize pharmacologically the contractile responses to 5-hydroxytryptamine (5-HT) in the guinea-pig isolated distal colon longitudinal muscle-myenteric plexus preparation (LMMP). 2. In the presence of methiothepin (100 nM) and granisetron (1 microM), 5-HT (10 pM-10 nM)
A Meneses et al.
Pharmacology, biochemistry, and behavior, 56(3), 347-351 (1997-03-01)
In the present work, the effects of pre- or post-training (ip) injection of BIMU1 and BIMU8 (5-HT4 agonists) were figured out in the autoshaping learning task. Furthermore, the post-training effects of these agonists after treatment with SDZ 205-557 and GR
S Consolo et al.
Neuroreport, 5(10), 1230-1232 (1994-06-02)
The effect of the serotonergic 5-HT4 receptor agonists BIMU 1 and BIMU 8 on in vivo acetylcholine (ACh) release in brain hemispheric regions of freely moving rats was investigated using the microdialysis technique. Both agonists, applied intracerebroventricularly, facilitated the release
E Monferini et al.
Life sciences, 52(9), PL61-PL65 (1993-01-01)
Recently, a 5-hydroxytryptamine (5-HT) receptor has been described, whose pharmacology was distinct from that of the already known serotonergic receptors, so that it has been called 5-HT4. Because the lack of a high affinity radioligand, the identification of this receptor
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