secobarbital Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
hypnotics, barbituric acid derivatives 2428 76-73-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • secobarbital
  • evronal
  • hypotrol
  • immenox
  • meballymal
  • quinalbarbital
  • quinalbarbitone
  • quinobarbitone
  • secobarbitone
  • secobarbital sodium
A barbiturate that is used as a sedative. Secobarbital is reported to have no anti-anxiety activity.
  • Molecular weight: 238.29
  • Formula: C12H18N2O3
  • CLOGP: 2.16
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 2
  • TPSA: 75.27
  • ALOGS: -2.29
  • ROTB: 5

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.10 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 1.10 mg/mL Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 10.97 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
July 19, 1950 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC N05CA06 NERVOUS SYSTEM
PSYCHOLEPTICS
HYPNOTICS AND SEDATIVES
Barbiturates, plain
MeSH PA D000759 Adjuvants, Anesthesia
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D018682 GABA Agents
MeSH PA D018757 GABA Modulators
MeSH PA D006993 Hypnotics and Sedatives
MeSH PA D018377 Neurotransmitter Agents
CHEBI has role CHEBI:35717 sedatives
CHEBI has role CHEBI:50268 gaba modulators
CHEBI has role CHEBI:60807 anaesthesia adjuvants

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
General anesthesia indication 50697003
Severe anxiety (panic) indication 80583007
Epilepsy indication 84757009 DOID:1826
Seizure disorder indication 128613002
Insomnia indication 193462001
Status epilepticus indication 230456007 DOID:1824
Local anesthesia indication 386761002
Tetanus Adjunct Treatment indication
Apnea contraindication 1023001
Suicidal thoughts contraindication 6471006
Alcoholism contraindication 7200002
Hyperammonemia contraindication 9360008
Chronic obstructive lung disease contraindication 13645005 DOID:3083
Hepatic encephalopathy contraindication 13920009 DOID:13413
Disorder of lung contraindication 19829001 DOID:850
Depressive disorder contraindication 35489007
Hypertensive disorder contraindication 38341003 DOID:10763
Hyperactive behavior contraindication 44548000
Low blood pressure contraindication 45007003
Heart disease contraindication 56265001 DOID:114
Hepatic failure contraindication 59927004
Substance abuse contraindication 66214007
Hepatic coma contraindication 72836002 DOID:12550
Sleep apnea contraindication 73430006 DOID:0050847
Decreased respiratory function contraindication 80954004
Kidney disease contraindication 90708001 DOID:557
Pneumonia contraindication 233604007 DOID:552
Disease of liver contraindication 235856003 DOID:409
Sleep automatism contraindication 247962006
Anemia contraindication 271737000 DOID:2355
Pregnancy, function contraindication 289908002
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Neutropenic disorder contraindication 303011007 DOID:1227
Respiratory insufficiency contraindication 409623005
Porphyria contraindication 418470004
Acute exacerbation of asthma contraindication 708038006

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.68 acidic
pKa2 9.37 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
GABA-A receptor alpha-1/beta-2/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR WOMBAT-PK CHEMBL
Matrix metalloproteinase-9 Enzyme IC50 5.58 DRUG MATRIX

External reference:

IDSource
4018969 VUID
N0000147250 NUI
D00430 KEGG_DRUG
309-43-3 SECONDARY_CAS_RN
4017452 VANDF
4018969 VANDF
C2699279 UMLSCUI
CHEBI:9073 CHEBI
CHEMBL447 ChEMBL_ID
CHEMBL1200903 ChEMBL_ID
D012631 MESH_DESCRIPTOR_UI
DB00418 DRUGBANK_ID
5193 PUBCHEM_CID
7615 IUPHAR_LIGAND_ID
146 INN_ID
1P7H87IN75 UNII
91110 RXNORM
1495 MMSL
5446 MMSL
d00368 MMSL
001415 NDDF
001416 NDDF
372737001 SNOMEDCT_US
42444000 SNOMEDCT_US
66639008 SNOMEDCT_US

Pharmaceutical products:

None