CAS 21102-95-4|8-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-8-azaspiro[4.5]decane-7,9-dione dihydrochloride|BMY 7378|8-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-8-azaspiro[4.5]decane-7,9-dione ...

General Information

Structure

Molecular Formula

C₂₂H₃₃Cl₂N₃O₃

Molecular Mass

458.42172

Exact Mass

457.18989729

Charge

InChI

InChI=1S/C22H31N3O3.2ClH/c1-28-19-7-3-2-6-18(19)24-13-10-23(11-14-24)12-15-25-20(26)16-22(17-21(25)27)8-4-5-9-22;;/h2-3,6-7H,4-5,8-17H2,1H3;2*1H

InChIKey

NIBOMXUDFLRHRV-UHFFFAOYSA-N

Canonic Smiles

COc1ccccc1N1CCN(CC1)CCN1C(=O)CC2(CC1=O)CCCC2.Cl.Cl

Isomeric Smiles

c1ccc(c(c1)N1CCN(CC1)CCN1C(=O)CC2(CC1=O)CCCC2)OC.Cl.Cl

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

0.82255316

LogD (pH = 7.4)

2.1539173

Log P

2.286464

Molar Refractivity

109.2335

Polarizability

42.234776

Polar Surface Area

53.09

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

8-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-8-azaspiro[4.5]decane-7,9-dione dihydrochloride

IUPAC name

8-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-8-azaspiro[4.5]decane-7,9-dione dihydrochloride

Synonyms

BMY 7378BMY 7378 dihydrochloride8-[2-[4-(2-Methoxyphenyl)-1-piperazinyl]ethyl]-8-azaspiro[4.5]decane-7,9-dione dihydrochloride

Names and Identifiers

Registration numbers

PubChem SID

CAS Number

MDL Number

PubChem CID

Registration numbers

Properties

Product Information

Salt Data

dihydrochloride

Purity

≥98% (HPLC)

Pharmacology Properties

Target

Serotonin receptor

Gene Information

human ... ADRA1D(146), HTR1A(3350)

Safety Information

Storage Condition

-20°C

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

RTECS

GY3996000

German water hazard class

Physical Property

Solubility

H2O: >5 mg/mL

Apperance

white solid

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S2691

Biological Activity

Description

BMY 7378 is a multiple inhibitors of α_2C-adrenoceptor and α_1D-adrenoceptor with pK_i of 6.54 and 8.2, respectively.

Targets

α_2C-adrenoceptor

IC₅₀

6.54 (pK_i) ^[1]

In Vitro

BMY 7378 shows 10-fold selectivity for α_2C-adrenoceptors over other α₂-adrenoceptors with pKi of 6.54. ^[1] BMY 7378 is selective for the α_1D-adrenoceptor subtype (PKi: hamster α_1b-adrenoceptor 6.2, human α_1b-adrenoceptor 7.2; bovine α_1c-adrenoceptor 6.1, human α_1c-adrenoceptor 6.6; rat α_1d-adrenoceptor 8.2, human α_1d-adrenoceptor 9.4 ^[2] BMY 7378 at concentration of 1 nM to 30 nM elicits inhibitory effects in a concentration-dependent manner in the rat dorsal raphe nucleus. ^[3]

In Vivo

BMY 7378 (pA₂ of 8.67) is approximately 100 times more potent than yohimbine (pA₂ of 6.62) against contractions to noradrenaline in rat aorta. BMY 7378 (pA₂ of 6.48) is approximately 10 times less potent than yohimbine (pA₂ of 7.56) at antagonizing the contractile response to noradrenaline in human saphenous vein (α_2C-adrenoceptor).^[1] BMY 7378 dose dependently (0.25-5 mg/kg s.c.) reduces the undetectable levels forepaw treading and head weaving induced by 8-OH-DPAT (0.75 mg/kg s.c.) in rats. BMY 7378 causes a marked and dose-dependent (0.01-1.0 mg/kg s.c.) decrease of 5-HT release in ventral hippocampus of the anaesthetized rat as detected by brain microdialysis in rats. ^[4]

Clinical Trials

Features

Combination Therapy

Description

BMY 7378 inhibits 5-HT release induced by 8-OH-DPAT, but this effect is attenuated by pretreatment with the 5-HT1 receptor/beta-adrenoceptor antagonist pindolol (8 mg/kg s.c.), while the effect is not alter by pretreatment with a combination of the beta 1- and beta 2-adrenoceptor antagonists metoprolol (4 mg/kg s.c.) and ICI 118 551 (4 mg/kg s.c.). ^[4]

References

[1] Cleary L, et al. Auton Autacoid Pharmacol, 2005, 25(4), 135-141.

[2] Goetz AS, et al. Eur J Pharmacol, 1995, 272(2-3), R5-6.

[3] Greuel JM, et al. Eur J Pharmacol, 1992, 211(2), 211-219.

[4] Sharp T, et al. Eur J Pharmacol, 1990, 176(3), 331-40.

Sigma Aldrich

B134

Biochem/physiol Actions
BMY 7378 dihydrochloride is a partial 5-HT1A serotonin receptor agonist and selective α1D-adrenoceptor antagonist.
Legal Information
Manufactured and sold with the permission of Bristol Myers Squibb Corporation.

Molecule Details

References

PubChem Literature

From Data Sources

• Cleary L, et al. Auton Autacoid Pharmacol, 2005, 25(4), 135-141.

• Greuel JM, et al. Eur J Pharmacol, 1992, 211(2), 211-219.

• Sharp T, et al. Eur J Pharmacol, 1990, 176(3), 331-40.

• Goetz AS, et al. Eur J Pharmacol, 1995, 272(2-3), R5-6.

References

Bioactivity

PubChem BioAssay

Bioactivity