Compound: pirenzepine
SMILES: O=C1Nc2c(nccc2)N(c3c1cccc3)C(=O)CN4CCN(C)CC4
InChIKey: RMHMFHUVIITRHF-UHFFFAOYSA-N
Synonyms: pirenzepine, 28797-61-7, Pirenzepin, Pirenzepina, Pirenzepinum, 11-[2-(4-methylpiperazin-1-yl)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one, ACI-91, 11-((4-Methyl-1-piperazinyl)acetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one, DTXSID7023487, WST-057, 11-[(4-methylpiperazin-1-yl)acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one, LS-519, 3G0285N20N, CHEBI:8247, DTXCID303487, 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((4-methyl-1-piperazinyl)acetyl)-, Pyrenzepine, 6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one, 5,11-dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-, Piren basan, Gastri p, 11-(2-(4-methylpiperazin-1-yl)acetyl)-5H-pyrido(2,3-b)(1,4)benzodiazepin-6-one, 11-((4-methylpiperazin-1-yl)acetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one, 2-(2-(4-methylpiperazin-1-yl)acetyl)-2,4,9-triazatricyclo(9.4.0.0^(3,8))pentadeca-1(11),3,5,7,12,14-hexaen-10-one, 2-[2-(4-methylpiperazin-1-yl)acetyl]-2,4,9-triazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one, Pirenzepin ratiopharm, Von Ct, Pirenzepin, RefChem:174513, A02BX03, LS 519, 249-228-4, LS519, Gastrozepin, CHEMBL9967, 5,11-Dihydro-11-((4-methyl-1-piperazinyl)acetyl)-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one, 6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one, 5,11-dihydro-11-[2-(4-methyl-1-piperazinyl)acetyl]-, NCGC00015836-08, Pirenzepinum [INN-Latin], Pirenzepina [INN-Spanish], Pirenzepine [INN:BAN], 5,11-Dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one, MLS000069702, 11-(2-(4-Methylpiperazin-1-yl)acetyl)-5,11-dihydro-6H-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one, 6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one, 5,11-dihydro-11-[(4-methyl-1-piperazinyl)acetyl]- (8CI,9CI), CAS-28797-61-7, SMR000058502, EINECS 249-228-4, BRN 0628987, UNII-3G0285N20N, PirenzepineDihydrochlorideMonohydrate, Spectrum_001378, Tocris-1071, starbld0016668, PIRENZEPINE [MI], Prestwick0_000129, Prestwick1_000129, Prestwick2_000129, Prestwick3_000129, Spectrum2_001417, Spectrum3_001453, Spectrum4_000437, Spectrum5_001344, Lopac-P-7412, PIRENZEPINE [INN], Pirenzepine (USAN/INN), PIRENZEPINE [USAN], PIRENZEPINE [VANDF], Lopac0_000962, SCHEMBL41705, BSPBio_000178, BSPBio_002945, GTPL328, KBioGR_000794, KBioSS_001858, PIRENZEPINE [WHO-DD], DivK1c_000127, SPBio_001494, SPBio_002117, BPBio1_000196, cid_185248, orb1688810, SCHEMBL29793172, SCHEMBL30553045, BDBM39341, KBio1_000127, KBio2_001858, KBio2_004426, KBio2_006994, KBio3_002445, NINDS_000127, HMS2089K21, HMS3742E07, HMS3742G13, Tox21_110239, EX-A15741, HY-17037A, PDSP1_000965, PDSP2_000949, AKOS015969751, Tox21_110239_1, CCG-205042, DB00670, SDCCGSBI-0050935.P004, IDI1_000127, NCGC00015836-01, NCGC00015836-02, NCGC00015836-03, NCGC00015836-04, NCGC00015836-05, NCGC00015836-06, NCGC00015836-07, NCGC00015836-09, NCGC00015836-10, NCGC00015836-12, NCGC00015836-19, NCGC00024297-02, NCGC00024297-04, NCGC00024297-05, SBI-0050935.P003, CAS-29868-97-1, AB00053603, CS-0013749, NS00006691, C07508, D08389, AB00053603-08, AB00053603_09, L000485, Q419550, BRD-K89375097-300-05-4, BRD-K89375097-300-06-2, BRD-K89375097-300-08-8, 11-(2-(4-methylpiperazin-1-yl)acetyl)-5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one, 11-[2-(4-methylpiperazino)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride, 11-[(4-Methyl-1-piperazinyl)acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one #, 11-[2-(4-methyl-1-piperazinyl)-1-oxoethyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride, 11-[2-(4-Methyl-piperazin-1-yl)-acetyl]-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one, 11-[2-(4-methylpiperazin-1-yl)-acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one, 11-[2-(4-methylpiperazin-1-yl)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride, 11-[2-(4-methylpiperazin-1-yl)ethanoyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride, 5,11-Dihydro-11-[2-(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
Theoretical properties:
molecular_formula: C19H21N5O2
molecular_weight: 351.4 g/mol
exact_mass: 351.16952493 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 26
topological_polar_surface_area: 68.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 6.82e-01 g/L
Descriptions:
pubchem: Pirenzepine is a pyridobenzodiazepine. It has a role as a muscarinic antagonist, an anti-ulcer drug and an antispasmodic drug.
chembl: PIRENZEPINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Pirenzepine (Gastrozepin), an M1 selective antagonist, is used in the treatment of peptic ulcers, as it reduces gastric acid secretion and reduces muscle spasm. It is in a class of drugs known as muscarinic receptor antagonists; acetylcholine is the neurotransmitter of the parasympathetic nervous system which initiates the rest-and-digest state (as opposed to fight-or-flight), resulting in an increase in gastric motility and digestion; whereas pirenzepine would inhibit these actions and cause decreased gastric motility leading to delayed gastric emptying and constipation. It has no effects on the brain and spinal cord as it cannot diffuse through the blood–brain barrier.
Pirenzepine has been investigated for use in myopia control.
It promotes the homodimerization or oligomerisation of M1 receptors.