4561. Guanfacine

Nomenclature

CAS number: 29110-47-2
N-(Aminoiminomethyl)-2,6-dichlorobenzeneacetamide; N-amidino-2-(2,6-dichlorophenyl)acetamide; [(2,6-dichlorophenyl)acetyl]guanidine.
C9H9Cl2N3O; mol wt 246.09.
C 43.93%, H 3.69%, Cl 28.81%, N 17.08%, O 6.50%.

Description and references

Centrally acting α2-adrenoceptor agonist. Prepn: J. B. Bream, C. W. Picard, FR 1584670; eidem, US 3632645 (1969, 1972 both to Wander). Pharmacology: H. F. Oates et al., Arch. Int. Pharmacodyn. Ther. 231, 148 (1978). Determn in biological fluids: M. Guerrat et al., J. Pharm. Sci. 68, 219 (1979). Symposium on pharmacology and clinical experience in hypertension: Br. J. Clin. Pharmacol. 10, Suppl. 1, 1S-208S (1980). Review: L. A. Cornish, Clin. Pharm. 7, 187-197 (1988). Clinical trial in attention deficit hyperactivity disorder (ADHD) in children: L. Scahill et al., Am. J. Psychiatry 158, 1067 (2001).

Chemical structure

Properties

White grains from methanol/ether, mp 225-227°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 29110-48-3
BS-100-141; LON-798; Estulic (Novartis); Intuniv (Shire); Tenex (Reddy).
C9H9Cl2N3O.HCl; mol wt 282.55.
C 38.26%, H 3.57%, Cl 37.64%, N 14.87%, O 5.66%.

Properties

White needles from ethanol, mp 215-217°.

Therapeutic Category

Antihypertensive. In treatment of attention deficit hyperactivity disorder.

Keywords

α-Adrenergic Agonist; Antihypertensive; Guanidine Derivatives