General Information of Drug (ID: DM5QWEL)

Drug Name
Guanabenz
Synonyms
GBZ; Guanabenzo; Guanabenzum; Wytensin; Guanabenz acetate; Guanabenz monoacetate; Wy 8678; Wy 8678 base; BR-750; Guanabenz [USAN:INN]; Guanabenz(USAN); Guanabenzo [INN-Spanish]; Guanabenzum [INN-Latin]; Wy-8678; Wytensin (TN); Guanabenz (USAN/INN); [(2,6-Dichlorobenzylidene)amino]guanidine; N-((2,6-Dichlorobenzylidene)amino)guanidine; Guanidine, ((2,6-dichlorobenzylidene)amino)-(8CI); N-(2,6-Dichlorobenzylidene)-N'-amidinohydrazine; ((2,6-Dichlorobenzylidene)amino)guanidine; 2,6-Dichlorobenzylideneaminoguanidine;2-((2,6-Dichlorophenyl)methylene)-hydrazinecarboximidamide; 2-[(E)-(2,6-dichlorophenyl)methylideneamino]guanidine
Indication
Disease Entry ICD 11 Status REF
High blood pressure BA00 Approved [1]
Therapeutic Class
Sympatholytics
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 231.08
Logarithm of the Partition Coefficient (xlogp) 1.7
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 2
ADMET Property
Absorption
The absorption of drug is approximately 50% from gastrointestinal tract []
Half-life
The concentration or amount of drug in body reduced by one-half in 6 hours [2]
Metabolism
The drug is metabolized via the hepatic []
Chemical Identifiers
Formula
C8H8Cl2N4
IUPAC Name
2-[(E)-(2,6-dichlorophenyl)methylideneamino]guanidine
Canonical SMILES
C1=CC(=C(C(=C1)Cl)/C=N/N=C(N)N)Cl
InChI
InChI=1S/C8H8Cl2N4/c9-6-2-1-3-7(10)5(6)4-13-14-8(11)12/h1-4H,(H4,11,12,14)/b13-4+
InChIKey
WDZVGELJXXEGPV-YIXHJXPBSA-N
Cross-matching ID
PubChem CID
5702063
ChEBI ID
CHEBI:5553
CAS Number
60329-03-5
DrugBank ID
DB00629
TTD ID
D0L4HY
VARIDT ID
DR01410
INTEDE ID
DR0794

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Adrenergic receptor Alpha-2 (ADRA2) TTQ8AFT NOUNIPROTAC Agonist [3]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
P-glycoprotein 1 (ABCB1) DTUGYRD MDR1_HUMAN Substrate [4]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 1A2 (CYP1A2)
Main DME
DEJGDUW CP1A2_HUMAN Substrate [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Guanabenz (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Cariprazine DMJYDVK Moderate Additive hypotensive effects by the combination of Guanabenz and Cariprazine. Bipolar disorder [6A60] [6]
Isocarboxazid DMAF1NB Moderate Additive hypotensive effects by the combination of Guanabenz and Isocarboxazid. Depression [6A70-6A7Z] [7]
Tranylcypromine DMGB5RE Moderate Additive hypotensive effects by the combination of Guanabenz and Tranylcypromine. Depression [6A70-6A7Z] [8]
OPC-34712 DMHG57U Moderate Additive hypotensive effects by the combination of Guanabenz and OPC-34712. Depression [6A70-6A7Z] [6]
Phenelzine DMHIDUE Moderate Additive hypotensive effects by the combination of Guanabenz and Phenelzine. Depression [6A70-6A7Z] [7]
Procarbazine DMIK367 Moderate Additive hypotensive effects by the combination of Guanabenz and Procarbazine. Hodgkin lymphoma [2B30] [7]
Propiomazine DMKY8V1 Moderate Additive hypotensive effects by the combination of Guanabenz and Propiomazine. Insomnia [7A00-7A0Z] [9]
ITI-007 DMUQ1DO Moderate Additive hypotensive effects by the combination of Guanabenz and ITI-007. Insomnia [7A00-7A0Z] [6]
Allopregnanolone DMNLHAC Moderate Additive CNS depression effects by the combination of Guanabenz and Allopregnanolone. Mental/behavioural/neurodevelopmental disorder [6E20-6E8Z] [10]
Lasmiditan DMXLVDT Moderate Additive CNS depression effects by the combination of Guanabenz and Lasmiditan. Migraine [8A80] [11]
Ozanimod DMT6AM2 Moderate Additive hypotensive effects by the combination of Guanabenz and Ozanimod. Multiple sclerosis [8A40] [7]
Promethazine DM6I5GR Moderate Additive hypotensive effects by the combination of Guanabenz and Promethazine. Nausea/vomiting [MD90] [6]
Rasagiline DM3WKQ4 Moderate Additive hypotensive effects by the combination of Guanabenz and Rasagiline. Parkinsonism [8A00] [7]
Levomepromazine DMIKFEL Moderate Additive hypotensive effects by the combination of Guanabenz and Levomepromazine. Psychotic disorder [6A20-6A25] [9]
Quetiapine DM1N62C Moderate Additive hypotensive effects by the combination of Guanabenz and Quetiapine. Schizophrenia [6A20] [6]
Mesoridazine DM2ZGAN Moderate Additive hypotensive effects by the combination of Guanabenz and Mesoridazine. Schizophrenia [6A20] [9]
Thioridazine DM35M8J Moderate Additive hypotensive effects by the combination of Guanabenz and Thioridazine. Schizophrenia [6A20] [9]
Aripiprazole DM3NUMH Moderate Additive hypotensive effects by the combination of Guanabenz and Aripiprazole. Schizophrenia [6A20] [6]
Iloperidone DM6AUFY Moderate Additive hypotensive effects by the combination of Guanabenz and Iloperidone. Schizophrenia [6A20] [6]
Paliperidone DM7NPJS Moderate Additive hypotensive effects by the combination of Guanabenz and Paliperidone. Schizophrenia [6A20] [6]
Perphenazine DMA4MRX Moderate Additive hypotensive effects by the combination of Guanabenz and Perphenazine. Schizophrenia [6A20] [6]
Molindone DMAH70G Moderate Additive hypotensive effects by the combination of Guanabenz and Molindone. Schizophrenia [6A20] [6]
Thiothixene DMDINC4 Moderate Additive hypotensive effects by the combination of Guanabenz and Thiothixene. Schizophrenia [6A20] [6]
Trifluoperazine DMKBYWI Moderate Additive hypotensive effects by the combination of Guanabenz and Trifluoperazine. Schizophrenia [6A20] [6]
Risperidone DMN6DXL Moderate Additive hypotensive effects by the combination of Guanabenz and Risperidone. Schizophrenia [6A20] [6]
Amisulpride DMSJVAM Moderate Additive hypotensive effects by the combination of Guanabenz and Amisulpride. Schizophrenia [6A20] [6]
Asenapine DMSQZE2 Moderate Additive hypotensive effects by the combination of Guanabenz and Asenapine. Schizophrenia [6A20] [6]
Methdilazine DMAUHQX Moderate Additive hypotensive effects by the combination of Guanabenz and Methdilazine. Vasomotor/allergic rhinitis [CA08] [9]
Trimeprazine DMEMV9D Moderate Additive hypotensive effects by the combination of Guanabenz and Trimeprazine. Vasomotor/allergic rhinitis [CA08] [9]
⏷ Show the Full List of 29 DDI Information of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 5443).
2 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
3 Centrally acting sympathetic inhibitors for therapy of patients with hypertension. Nippon Rinsho. 1997 Aug;55(8):2081-5.
4 A novel screening strategy to identify ABCB1 substrates and inhibitors. Naunyn Schmiedebergs Arch Pharmacol. 2009 Jan;379(1):11-26.
5 Synthetic and natural compounds that interact with human cytochrome P450 1A2 and implications in drug development. Curr Med Chem. 2009;16(31):4066-218.
6 Aronowitz JS, Chakos MH, Safferman AZ, Lieberman JA "Syncope associated with the combination of clozapine and enalapril." J Clin Psychopharmacol 14 (1994): 429-30. [PMID: 7884028]
7 Ban TA "Drug interactions with psychoactive drugs." Dis Nerv Syst 36 (1975): 164-6. [PMID: 1116424]
8 Product Information. Marplan (isocarboxazid) Roche Laboratories, Nutley, NJ.
9 Product Information. Clozaril (clozapine). Novartis Pharmaceuticals, East Hanover, NJ.
10 Product Information. Zulresso (brexanolone). Sage Therapeutics, Inc., Cambridge, MA.
11 Product Information. Reyvow (lasmiditan). Lilly, Eli and Company, Indianapolis, IN.