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Details

Stereochemistry MIXED
Molecular Formula C22H25N2OS
Molecular Weight 365.512
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 4
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of TRIMETHAPHAN

SMILES

O=C1N(CC2=CC=CC=C2)C3C[S+]4CCCC4C3N1CC5=CC=CC=C5

InChI

InChIKey=CHQOEHPMXSHGCL-UHFFFAOYSA-N
InChI=1S/C22H25N2OS/c25-22-23(14-17-8-3-1-4-9-17)19-16-26-13-7-12-20(26)21(19)24(22)15-18-10-5-2-6-11-18/h1-6,8-11,19-21H,7,12-16H2/q+1

HIDE SMILES / InChI

Molecular Formula C22H25N2OS
Molecular Weight 365.512
Charge 1
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Trimethaphan (or Trimethaphan camsylate), a ganglionic blocking agent and an antihypertensive drug, was marketed under the brand name Arfonad. Arfonad is indicated to induce systemic arterial hypotension in patients undergoing major surgery and to treat severe systemic hypertension, and in the emergency treatment of pulmonary edema in patients with pulmonary hypertension associated with systemic hypertension. Trimethaphan prevents stimulation of postsynaptic receptors by competing with acetylcholine for these receptor sites. Additional effects may include direct peripheral vasodilation and release of histamine. This drug was discontinued because of the competition from newer drugs that are more selective in their actions and effects.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ARFONAD

Doses

AEs

Sourcing

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Controlled hypotension during surgery: Initial: Intravenous infusion, 3 to 4 mg per minute, adjusted according to response. Maintenance: Intravenous infusion, 300 mcg (0.3 mg) to 6 mg per minute. Hypertensive emergency: Initial: Intravenous infusion, 500 mcg (0.5 mg) to 1 mg per minute, adjusted according to response. Maintenance: Intravenous infusion, 1 to 5 mg per minut
Route of Administration: Intravenous
Substance Class Chemical
Record UNII
6G8X656T45
Record Status Validated (UNII)
Record Version