mebutamate

Trade name: dormate

Small moleculeapproved

Mebutamate (Capla, Dormate) is a biscarbamate drug that has anxiolytic, sedative, and antihypertensive effects. It is marketed under many trade names, including Capla and Dormate. Its preparation was reported in a 1959 US patent to Carter Products. It is less well known that mebutamate is also hypnotic. In a 1967 study, L. Tetreault, P. Richer, and J. M. Bordeleau in Montreal found that, at a dose of 600 mg, mebutamate has hypnotic properties that “affect the duration and quality of sleep induction, and the duration and quality of sleep, without disturbing the state of the subject upon awakening and during the morning.” A higher dose (900 mg) did not change the overall effect, which was “consistently between that of secobarbital at 200 mg and 100 mg.” The authors did not observe any significant side effects. Mebutamate is one of many GABAergic drugs which act via allosteric agonism of the GABAA receptor at the β-subreceptor similar to barbiturates. In contrast, benzodiazepines act at the α-subreceptor. As such, carbamates and barbiturates, possess analgesic properties which the benzodiazepine class of drugs does not. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 2 marketing orgs

Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0

Timeline

1960s

  1. Mar 20, 1962

    Carter-Wallace — First NDA Organization

  2. Mar 20, 1962

    Carter-Wallace — NDA Organization

Indications

Approved for

Mechanism of action

  • Unspecified targetOTHER

    Unknown

Approval history

  • approved

Chemistry & pharmacology

Loading structure…

SMILES

CCC(C)C(C)(COC(N)=O)COC(N)=O
Mol. weight
232.2768 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Racemic Mixture
Inorganic
No
Polymer
No
Delivery
Oral
Availability
Discontinued

Oral

Yes

Parenteral

No

Topical

No

Sources

Also known as

  • butatensin
  • dicamoylmethane
  • dormate
  • dormate
  • encapla
  • encapla
  • mebutamat
  • mebutamate
  • mebutamate
  • mebutamate
  • mebutamate
  • mebutamate
  • mebutamate
  • mebutamate
  • mebutamate
  • mebutina
  • w-583
  • w-583

Organizations

Marketing (2)

OrganizationOrg typeRelationshipDate
Carter-WallaceFor profitNDAMar 20, 1962
MedpointeFor profitNDA2