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tybamate

Structure via PubChem · Public domain (PubChem)

EntityQ7859691· pop 10· linked from 644 articles

Also known as Effisax

Tybamate (INN; Solacen, Tybatran, Effisax) is an anxiolytic of the carbamate family. It is a prodrug for meprobamate in the same way as the better known drug carisoprodol. It has liver enzyme inducing effects similar to those of phenobarbital but much weaker.

Chemical data

Formula
C13H26N2O4
Molecular weight
274.36 g/mol
IUPAC name
[2-(carbamoyloxymethyl)-2-methylpentyl] N-butylcarbamate
SMILES
CCCCNC(=O)OCC(C)(CCC)COC(=O)N
InChIKey
PRBORDFJHHAISJ-UHFFFAOYSA-N
XLogP
2.4
Polar surface area
90.7 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
274.189
Show 3 more facts
chemical formula
C₁₃H₂₆N₂O₄
canonical SMILES
CCCCNC(=O)OCC(C)(CCC)COC(=O)N
Commons category
Tybamate
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • Synthesis
  • References

Tybamate (INN; Solacen, Tybatran, Effisax) is an anxiolytic of the carbamate family. It is a prodrug for meprobamate in the same way as the better known drug carisoprodol. It has liver enzyme inducing effects similar to those of phenobarbital but much weaker.

As the trade name Tybatran (Robins), it was formerly available in capsules of 125, 250, and 350 mg, taken 3 or 4 times a day for a total daily dosage of 750 mg to 2 g. The plasma half-life of the drug is three hours. At high doses in combination with phenothiazines, it could produce convulsions.

Excerpted from Wikipedia’s “tybamate” article, available under the CC BY-SA 4.0 licence.

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