ChemicalBook > CAS DataBase List > (endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide

(endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide

Product Name
(endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide
CAS No.
134296-40-5
Chemical Name
(endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide
Synonyms
BIMU-8;BIMU8 hydrate;(endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide;N-[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]-2-oxo-3-propan-2-ylbenzimidazole-1-carboxamide,hydrochloride;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;inhibit,5-hydroxytryptamine Receptor,Inhibitor,5-HT Receptor,antidepressant,BIMU-8,Serotonin Receptor,BIMU8,antinociception,BIMU 8,5-HT4,EPSP;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
CBNumber
CB31383684
Molecular Formula
C19H26N4O2.HCl
Formula Weight
0
MOL File
134296-40-5.mol
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(endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide Property

storage temp. 
2-8°C
solubility 
H2O: ≥5mg/mL
form 
solid
color 
off-white to light tan
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B4063
Product name
BIMU8 hydrate
Purity
≥98% (HPLC)
Packaging
5mg
Price
$241
Updated
2024/03/01
Sigma-Aldrich
Product number
B4063
Product name
BIMU8 hydrate
Purity
≥98% (HPLC)
Packaging
25mg
Price
$784
Updated
2021/12/16
Tocris
Product number
4374
Product name
BIMU8
Purity
≥98%(HPLC)
Packaging
5
Price
$115
Updated
2021/12/16
Tocris
Product number
4374
Product name
BIMU8
Purity
≥98%(HPLC)
Packaging
25
Price
$432
Updated
2021/12/16
TRC
Product number
B591698
Product name
BIMU8
Packaging
10mg
Price
$150
Updated
2021/12/16
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(endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide Chemical Properties,Usage,Production

Uses

BIMU 8 is a potent full agonist of SR-4.

Biological Activity

bimu 8 is an agonist of 5-ht4 with ki values of 33.9 ± 8.0 nm and 12.6 ± 0.9 nm in guinea pig ileum and striatum, respectively [1, 2].as a member of the seven transmembrane spanning g-protein-coupled family of receptors, the 5-ht4 receptor is positively coupled to adenylate cyclase. it exists in two isoforms (5-ht4s and 5-ht4l). these two isoforms differ in the sequence and length of their carboxy termini [3].bimu 8 significantly decreased the k+ current in colliculi neurons. this suggested a 5-ht4 receptor-mediated effect [4]. in neurons, bimu 8 at concentrations ranging from 0.003-0.1 μm increased epsp amplitude but did not change membrane potential. the epsp potentiation induced by bimu 8 was blocked by tropisetron (1 μm), a 5-ht3/5-ht4 receptor antagonist. but ondansetron (1 μm), a 5-ht3 receptor antagonist did not blocked the epsp potentiation induced by bimu 8 [5].in the hot-plate test, bimu 8 injected i.p. in the range of doses of 20-30 mg/kg significantly induced an increase in the pain threshold. 15 min after administration, the antinociceptive effect reached a maximum and hence diminished. this effect disappeared within 45 min. choline uptake blocker hc-3 (1 μg per mouse i.c.v.), antimuscarinic drug atropine (5 mg/kg i.p.), 5-ht4 antagonists sdz 205-557 (10 mg/kg i.p.) and gr 125487 (20 mg/kg i.p.) completely prevented the antinociception of bimu 8 [1].

storage

Store at +4°C

References

[1]. ghelardini c, galeotti n, casamenti f, et al. central cholinergic antinociception induced by 5ht4 agonists: bimu 1 and bimu 8. life sciences, 1996, 58(25): 2297-2309.
[2]. yoshikawa t, yoshida n, mine y, et al. affinity of mosapride citrate, a new gastroprokinetic agent, for 5-ht4 receptors in guinea pig ileum. the japanese journal of pharmacology, 1998, 77(1): 53-59.
[3]. hegde ss, eglen rm. peripheral 5-ht4 receptors. the faseb journal, 1996, 10(12): 1398-1407.
[4]. fagni l, dumuis a, sebben m, et al. the 5-ht4 receptor subtype inhibits k+ current in colliculi neurones via activation of a cyclic amp-dependent protein kinase. british journal of pharmacology, 1992, 105(4): 973-979.
[5]. pan h, galligan jj. 5-ht1a and 5-ht4 receptors mediate inhibition and facilitation of fast synaptic transmission in enteric neurons. american journal of physiology-gastrointestinal and liver physiology, 1994, 266(2): g230-g238.

(endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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(endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide Suppliers

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134296-40-5, (endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamideRelated Search:


  • (endo-N-8-methyl-8-azabicyclo-(3.2.1)oct-3-yl)-2,3-dihydro-3-isopropyl-2-oxo-1H-benzimidazol-1-carboxamide
  • BIMU-8
  • 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
  • BIMU8 hydrate
  • 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
  • N-[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]-2-oxo-3-propan-2-ylbenzimidazole-1-carboxamide,hydrochloride
  • inhibit,5-hydroxytryptamine Receptor,Inhibitor,5-HT Receptor,antidepressant,BIMU-8,Serotonin Receptor,BIMU8,antinociception,BIMU 8,5-HT4,EPSP
  • 134296-40-5
  • C19H26N4O2HCl