Guanoxan

Chemical compound

C02CC03 (WHO)

Identifiers

IUPAC name

2-(2,3-Dihydro-1,4-benzodioxin-2-ylmethyl)guanidine

CAS Number

2165-19-7^Y

PubChem CID

16564

ChemSpider

15704^N

UNII

9V0MRL0R5Y

CompTox Dashboard (EPA)

DTXSID3046166

Chemical and physical dataFormulaC₁₀H₁₃N₃O₂Molar mass207.233 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

c1ccc2c(c1)OCC(O2)CNC(=N)N

InChI

InChI=1S/C10H13N3O2/c11-10(12)13-5-7-6-14-8-3-1-2-4-9(8)15-7/h1-4,7H,5-6H2,(H4,11,12,13)^N
Key:HIUVKVDQFXDZHU-UHFFFAOYSA-N^N

^NY (what is this?) (verify)

Guanoxan is a sympatholytic drug that was marketed as Envacar by Pfizer in the UK to treat high blood pressure. It was not widely used and was eventually withdrawn from the market due to liver toxicity.^[1]^[2]

References

^ Broadley KJ (1996). Autonomic Pharmacology. CRC Press. p. 276. ISBN 9780748405565.
^ Wardell WM, Lasagna L (1975). Regulation and drug development. Washington: American Enterprise Institute for Public Policy Research. p. 65. ISBN 9780844731674.

Sympatholytic (and closely related) antihypertensives (C02)

Sympatholytics
(antagonize α-adrenergic
vasoconstriction)

Central

α₂-Adrenergic receptor agonists	Clonidine Guanabenz Guanfacine Guanoxabenz Methyldopa^# Tiamenidine^‡
Adrenergic release inhibitors	Bethanidine Bretylium Debrisoquine Guanadrel Guanazodine Guancydine Guanethidine Guanoclor Guanoxan
Imidazoline receptor agonists	Moxonidine Rilmenidine Tolonidine
Ganglion-blocking/nicotinic antagonists	Hexamethonium^‡ Mecamylamine Pentolinium Trimethaphan

Peripheral

Indirect

Monoamine oxidase inhibitors	Pargyline^‡
VMAT inhibitors	Bietaserpine Deserpidine Methoserpidine Reserpine Syrosingopine
Tyrosine hydroxylase inhibitors	Metirosine

Direct

α₁-Adrenergic receptor blockers	Doxazosin Ketanserin Indoramin Prazosin Trimazosin Urapidil
Non-selective α-adrenergic receptor blockers	Phentolamine

Other antagonists

Serotonin receptor antagonists	Ketanserin Lidanserin
Endothelin receptor antagonists (for PHTooltip Pulmonary hypertension)	dual (Aprocitentan, Bosentan, Macitentan (+tadalafil)) selective (Ambrisentan, Sitaxentan)