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butabarbital

Trade name: neonal

Small moleculeapproved

Approved

Jun 5, 1939

Barbiturates are non-selective depressants of the central nervous system. Butabarbital is one of them, which is used under brand name butisol sodium as a sedative or hypnotic. Like other barbiturates, butabarbital is capable of producing all levels of CNS mood alteration from excitation to mild sedation, to hypnosis, and deep coma. The mechanism of action by which barbiturates exert their effect is not yet completely understood, but is assumed, that butabarbital binds at a distinct binding site associated with a Cl- ionopore at the GABAA receptor, increasing the duration of time for which the Cl- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 17 marketing orgs

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

Timeline

1930s

  1. Jun 5, 1939

    Earliest FDA Approval

  2. Jun 5, 1939

    Mylan — NDA Secondary Org

  3. Jun 5, 1939

    PHARMOBEDIENT — Marketing Organization

1970s

  1. Sep 25, 1973

    Teva — Marketing Organization

  2. Jan 15, 1974

    Marshall Pharma — Marketing Organization

  3. Jan 28, 1974

    Whiteworth Towne Paulsen — Marketing Organization

  4. Jun 14, 1974

    Solvay — Marketing Organization

  5. Feb 11, 1976

    Halsey — Marketing Organization

  6. Aug 15, 1977

    Hikma — Marketing Organization

  7. Aug 24, 1977

    Watson Pharmaceuticals — Marketing Organization

  8. Apr 10, 1978

    Meda Pharmaceuticals — Marketing Organization

  9. Apr 11, 1978

    Medpointe — Marketing Organization

  10. May 17, 1978

    Alpharma — Marketing Organization

  11. May 31, 1978

    Bundy — Marketing Organization

  12. Jul 20, 1978

    Lannett Company, Inc. — Marketing Organization

  13. Feb 26, 1979

    Wockhardt — Marketing Organization

1980s

  1. Dec 22, 1981

    Sandoz — Marketing Organization

Indications

Approved for

Mechanism of action

Approval history

  • approvedJun 5, 1939

Chemistry & pharmacology

Loading structure…

SMILES

CCC(C)C1(CC)C(=O)NC(=O)NC1=O
Mol. weight
212.25 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

  • 2,4,6(1h,3h,5h)-pyrimidinetrione, 5-ethyl-5-(1-methylpropyl)-, monosodium salt
  • 5-butyl-5-ethylbarbituric acid
  • 5-ethyl-5-(1-methylpropyl)-2,4,6(1h,3h,5h)-pyrimidinetrione
  • 5-ethyl-5-(1-methylpropyl)-2,4,6(1h,3h,5h)-pyrimidinetrione
  • 5-ethyl-5-(1-methylpropyl)barbituric acid
  • 5-ethyl-5-(1-methylpropyl)barbituric acid
  • 5-sec-butyl-5-ethyl-2,4,6(1h,3h,5h)-pyrimidinetrione
  • 5-sec-butyl-5-ethyl-2,4,6(1h,3h,5h)-pyrimidinetrione
  • 5-sec-butyl-5-ethylbarbituric acid
  • 5-sec-butyl-5-ethylbarbituric acid
  • 5-sec-butyl-5-ethylpyrimidine-2,4,6(1h,3h,5h)-trione
  • 5-sec-butyl-5-ethylpyrimidine-2,4,6(1h,3h,5h)-trione
  • butabarb
  • butabarb
  • butabarb
  • butabarbital
  • butabarbital
  • butabarbital
  • butabarbital
  • butabarbital
  • butabarbital
  • butabarbital
  • butabarbital
  • butabarbital sodium
  • butabarbital sodium
  • butabarbital sodium
  • butabarbital sodium
  • butabarbital sodium
  • butabarbitone
  • butabarbitone
  • butalan
  • butalan
  • butatab
  • buticaps
  • buticaps
  • butisol
  • butisol
  • butisol
  • butisol sodium
  • butisol sodium
  • butisol sodium
  • fiornal
  • halsey drug brand of butabarbital sodium
  • neonal
  • neonal
  • neonal
  • sarisol
  • sarisol
  • sarisol
  • sarisol no. 1
  • sarisol no. 1
  • sarisol no. 2
  • sarisol no. 2
  • secbubarbital
  • secbutabarbital
  • secbutabarbital
  • secbutabarbital
  • secbutabarbital
  • secbutabarbital
  • secbutabarbital
  • secbutabarbital sodium
  • secbutabarbital sodium
  • secbutabarbital sodium
  • secbutobarbitone
  • secbutobarbitone
  • secbutobarbitone
  • secbutobarbitone
  • secumalum
  • sodium butabarbital
  • sodium butabarbital
  • soneryl
  • soneryl
  • soneryl
  • wallace brand of butabarbital sodium

Organizations

Marketing (18)

OrganizationOrg typeRelationshipDate
AlpharmaFor profitMKTGMay 17, 1978
BundyFor profitMKTGMay 31, 1978
HalseyFor profitMKTGFeb 11, 1976
HikmaFor profitMKTGAug 15, 1977
HikmaFor profitSYNAug 15, 1977
Lannett Company, Inc.For profitMKTGJul 20, 1978
Marshall PharmaFor profitMKTGJan 15, 1974
McNeilFor profitNDA—
Meda PharmaceuticalsFor profitMKTGApr 10, 1978
MedpointeFor profitMKTGApr 11, 1978
MylanFor profitNDA2Jun 5, 1939
PHARMOBEDIENTFor profitMKTGJun 5, 1939
SandozFor profitMKTGDec 22, 1981
SolvayFor profitMKTGJun 14, 1974
TevaFor profitMKTGSep 25, 1973
Watson PharmaceuticalsFor profitMKTGAug 24, 1977
Whiteworth Towne PaulsenFor profitMKTGJan 28, 1974
WockhardtFor profitMKTGFeb 26, 1979