Guanabenz

drug
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Also known as GuanabenzoNSC-68982WY-8678SID26665151SID26751943SID90341577SID50104618SID50104619SID144204483CO-ADD:0136037guanabenGuanabenz acetateÊGuanabenz acetateÂGUANABEN-ACETATE

Summary

Guanabenz (CHEMBL420) is an approved small molecule targeting ADRA2A, ADRA2B, and ADRA2C; indicated across 2 conditions including relapsing-remitting multiple sclerosis and multiple sclerosis.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • Targets: 3 (ADRA2A, ADRA2B, ADRA2C)
  • Indications: 2 conditions
  • Clinical trials: 1
  • Chemistry: 231.08 Da · C8H8Cl2N4

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL420
NameGuanabenz
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID5702063
Molecular formulaC8H8Cl2N4
Molecular weight231.08
InChIKeyWDZVGELJXXEGPV-YIXHJXPBSA-N

SMILES: C1=CC(=C(C(=C1)Cl)/C=N/N=C(N)N)Cl

IUPAC name: 2-[(E)-(2,6-dichlorophenyl)methylideneamino]guanidine

Also known as: Guanabenz, Guanabenzo, NSC-68982, WY-8678, guanabenz, SID26665151, SID26751943, SID90341577, SID50104618, SID50104619, GUANABENZ, SID144204483

Parent form; salt/anhydrous children: CHEMBL1200560

Patent coverage: 4,306 distinct patent families (16,459 SureChEMBL compound mentions), from 2 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).

GeneTargetActionpAffinityCancer dependencyUniProt
ADRA2Aα2A-adrenoceptorAgonist7.70.1%P08913
ADRA2Bα2B-adrenoceptorAgonist7.90.2%P18089
ADRA2Cα2C-adrenoceptorAgonist6.40%P18825

Broader ChEMBL bioactivity targets: 29 (assay-derived). Sample: Survival motor neuron protein, 4’-phosphopantetheinyl transferase ffp, 5-hydroxytryptamine receptor 2B, Alpha-2A adrenergic receptor, Adrenergic receptor alpha-1, Alpha-2C adrenergic receptor, Alpha-2B adrenergic receptor, Amine oxidase [flavin-containing] A, D(1A) dopamine receptor, Thromboxane A2 receptor, Adrenergic receptor alpha-2, 5-hydroxytryptamine receptor 1A, Muscarinic acetylcholine receptor M1, Sodium-dependent noradrenaline transporter, Alpha-1D adrenergic receptor, 5-hydroxytryptamine receptor 2A, 5-hydroxytryptamine receptor 2C, Sodium-dependent serotonin transporter, Alpha-1A adrenergic receptor, Mu-type opioid receptor.

Bioactivity

ChEMBL activities: 36 potent at pChembl ≥ 5 of 43 total. Top 100 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
P193288.77IC501.7nMCHEMBL_ACT_150667
ADRA2A8.09AC508.1nMCHEMBL_ACT_25156406
ADRA2A7.82Ki15nMCHEMBL_ACT_7653664
NISCH7.46Ki34.67nMCHEMBL_ACT_2564074
NISCH7.46Ki34.7nMCHEMBL_ACT_2564075
ADRA2A7.39IC5041nMCHEMBL_ACT_7653663
ADRA1A7.37AC5042.3nMCHEMBL_ACT_25208507
HTR2B7.21Ki62nMCHEMBL_ACT_7657879
ADRA2B7.17Ki68nMCHEMBL_ACT_7653666
TAAR17.05EC5090nMCHEMBL_ACT_16491743
HTR2B7.01IC5097nMCHEMBL_ACT_7657878
HTR2C6.97Ki107nMCHEMBL_ACT_7657881
HTR2A6.95Ki112nMCHEMBL_ACT_7657877
ADRA2B6.83IC50149nMCHEMBL_ACT_7653665
P431406.8Ki158nMCHEMBL_ACT_7653658
ADRA2C6.79Ki161nMCHEMBL_ACT_7653668
HTR2C6.69IC50204nMCHEMBL_ACT_7657880
ADRA1D6.63Ki232nMCHEMBL_ACT_7653662
P431406.41IC50391nMCHEMBL_ACT_7653657
HTR2A6.41IC50392nMCHEMBL_ACT_7657876
P158236.35IC50450nMCHEMBL_ACT_150666
ADRA1D6.33IC50472nMCHEMBL_ACT_7653661
HTR1A6.22AC50603.8nMCHEMBL_ACT_25165001
P158236.12Ki755nMCHEMBL_ACT_7653660
ADRA2C5.96IC501106nMCHEMBL_ACT_7653667
TAAR15.93IC501173nMCHEMBL_ACT_13128533
P193275.93Ki1181nMCHEMBL_ACT_7657873
P158235.87IC501365nMCHEMBL_ACT_7653659
MAOA5.75IC501787nMCHEMBL_ACT_7655797
MTOR5.68Potency2075nMCHEMBL_ACT_4522065
P193275.68IC502068nMCHEMBL_ACT_7657872
MAOA5.49AC503206nMCHEMBL_ACT_25160668
SLC22A15.31IC504850nMCHEMBL_ACT_18040337
OPRM15.29AC505179nMCHEMBL_ACT_25158152
DRD15.1AC508026nMCHEMBL_ACT_25115187
SLC6A25.05AC508809nMCHEMBL_ACT_25145977

Target pathways

Aggregated over 3 target gene(s): ADRA2A, ADRA2B, ADRA2C.

Top Reactome pathways

19 total, by targets touching each:

PathwayTargetsGenes
Hemostasis3ADRA2A, ADRA2B, ADRA2C
Signal Transduction3ADRA2A, ADRA2B, ADRA2C
Signaling by GPCR3ADRA2A, ADRA2B, ADRA2C
Class A/1 (Rhodopsin-like receptors)3ADRA2A, ADRA2B, ADRA2C
Amine ligand-binding receptors3ADRA2A, ADRA2B, ADRA2C
GPCR downstream signalling3ADRA2A, ADRA2B, ADRA2C
Adrenoceptors3ADRA2A, ADRA2B, ADRA2C
Adrenaline signalling through Alpha-2 adrenergic receptor3ADRA2A, ADRA2B, ADRA2C
G alpha (i) signalling events3ADRA2A, ADRA2B, ADRA2C
G alpha (z) signalling events3ADRA2A, ADRA2B, ADRA2C
GPCR ligand binding3ADRA2A, ADRA2B, ADRA2C
Platelet activation, signaling and aggregation3ADRA2A, ADRA2B, ADRA2C
Platelet Aggregation (Plug Formation)3ADRA2A, ADRA2B, ADRA2C
Metabolism2ADRA2A, ADRA2C
Integration of energy metabolism2ADRA2A, ADRA2C
Metabolism of proteins2ADRA2A, ADRA2C
Adrenaline,noradrenaline inhibits insulin secretion2ADRA2A, ADRA2C
Regulation of insulin secretion2ADRA2A, ADRA2C
Surfactant metabolism2ADRA2A, ADRA2C

Dominant GO biological processes

GO termTargets
epidermal growth factor receptor signaling pathway3
G protein-coupled receptor signaling pathway3
negative regulation of norepinephrine secretion3
regulation of vasoconstriction3
platelet activation3
negative regulation of epinephrine secretion3
positive regulation of MAPK cascade3
positive regulation of phosphatidylinositol 3-kinase/protein kinase B signal transduction3
adrenergic receptor signaling pathway3
adenylate cyclase-inhibiting adrenergic receptor signaling pathway3
regulation of smooth muscle contraction3
signal transduction3
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathway2
female pregnancy2
negative regulation of insulin secretion2

Indications & clinical

Indications

2 diseases in clinical trials (phase 1–3, investigational — not approved indications). Highest ChEMBL trial phase per disease; a non-cancer approved use is occasionally logged at phase 3 here.

Disease (in trials)PhaseMONDOEFO
relapsing-remitting multiple sclerosis1MONDO:0005314EFO:0003929
multiple sclerosis1MONDO:0005301MONDO:0005301

Clinical trials

Total trials: 1.

Phase distribution

PhaseTrials
PHASE11

Top trials by phase / activity

NCTPhaseStatusTitle
NCT02423083PHASE1TERMINATEDOral Guanabenz for Multiple Sclerosis

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No CPIC/DPWG dosing guideline or drug-level clinical/variant annotations in PharmGKB for this molecule.

Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.

607 molecules share ≥1 primary target. Top 100 by shared-target count:

MoleculeSourceStatusShared targets
ACLIDINIUM BROMIDEChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
AfatinibChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
AlmotriptanChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CHENODIOLChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CLOZAPINEChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CRIZOTINIBChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DESLORATADINEChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DIHYDROERGOTAMINEChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
GENTIAN VIOLETChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
NAPHAZOLINEChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
OLANZAPINEChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
OLODATEROLChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
PALIPERIDONEChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
PRAMIPEXOLEChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
TAMSULOSINChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
TEGASERODChEMBL + PubChemPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
ACETOPHENAZINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
ALFUZOSINChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
AMISULPRIDEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
AMITRIPTYLINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
AMOXAPINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
APOMORPHINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
APRACLONIDINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
ARIPIPRAZOLEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
ASENAPINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
ASTEMIZOLEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
AZELASTINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BAZEDOXIFENEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BENFLUOREXChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BENPERIDOLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BENZBROMARONEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BENZQUINAMIDEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BENZTHIAZIDEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BENZTROPINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BITHIONOLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BREXPIPRAZOLEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BRIMONIDINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BROMOCRIPTINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
BROMPERIDOLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CABERGOLINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CANDESARTAN CILEXETILChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CARIPRAZINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CARVEDILOLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CHLORHEXIDINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CHLOROQUINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CHLORPROMAZINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CINNARIZINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CISAPRIDEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CLEMASTINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CLOMIPRAMINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CLONIDINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CLOTRIMAZOLEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
CYPROHEPTADINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DANAZOLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DARIFENACINChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DEXMEDETOMIDINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DIETHYLSTILBESTROLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DOBUTAMINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DOMPERIDONEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DOTHIEPINChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DOXAZOSINChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DOXEPINChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
DROPERIDOLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
EBASTINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
ECONAZOLEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
EPINEPHRINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
ERGOTAMINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
FLUPHENAZINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
GUANFACINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
HALOPERIDOLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
HALOPROGINChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
HYDROXYCHLOROQUINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
HYDROXYZINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
ILOPERIDONEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
INDORAMINChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
IPRINDOLEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
KETOTIFENChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
LABETALOLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
LASOFOXIFENEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
LOFEXIDINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
LORCASERINChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
LOXAPINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
LURASIDONEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
MAPROTILINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
MEBEVERINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
METHYLERGONOVINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
METHYSERGIDEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
MIANSERINChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
MIRTAZAPINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
MOLINDONEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
MONTELUKASTChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
MOXISYLYTEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
MOXONIDINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
NAFTOPIDILChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
NEBIVOLOLChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
NEFAZODONEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
NOREPINEPHRINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
NORTRIPTYLINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
OXICONAZOLEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C
OXYMETAZOLINEChEMBLPhase 4 (approved)ADRA2A, ADRA2B, ADRA2C