chlordiazepoxide

Trade name: librium

Small moleculeapproved

Approved

Feb 24, 1960

Chlordiazepoxide (trade name Librium) is a sedative and hypnotic medication of the benzodiazepine class. Chlordiazepoxide is indicated for the management of anxiety disorders or for the short-term relief of symptoms of anxiety, withdrawal symptoms of acute alcoholism, and preoperative apprehension and anxiety. Anxiety or tension associated with the stress of everyday life usually does not require treatment with an anxiolytic. The effectiveness of Librium in long-term use, that is, more than 4 months, has not been assessed by systematic clinical studies. Chlordiazepoxide acts on benzodiazepine allosteric sites that are part of the GABAA receptor/ion-channel complex and this results in an increased binding of the inhibitory neurotransmitter GABA to the GABAA receptor thereby producing inhibitory effects on the central nervous system and body similar to the effects of other benzodiazepines. Chlordiazepoxide act via micromolar benzodiazepine binding sites as Ca2+ channel blockers and significantly inhibit depolarization-sensitive Calcium uptake in animal nerve terminal preparations. The withdrawal of chlordiazepoxide during pregnancy and breastfeeding is recommended, as chlordiazepoxide rapidly crosses the placenta and also is excreted in breast milk. Chlordiazepoxide is a long-acting benzodiazepine drug. The half-life of Chlordiazepoxide is 5 – 30 hours but has an active benzodiazepine metabolite (desmethyldiazepam), which has a half-life of 36 – 200 hours. The necessity of discontinuing therapy because of undesirable effects has been rare. Drowsiness, ataxia and confusion have been reported in some patients — particularly the elderly and debilitated. While these effects can be avoided in almost all instances by proper dosage adjustment, they have occasionally been observed at the lower dosage ranges. In a few instances syncope has been reported. — NCATS

Clinical trial activity

4 trials · 5 clinical orgs · 47 marketing orgs

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

Earliest trial started Jun 1, 2002 (NCT00516854)

Timeline

1960s

  1. Feb 24, 1960

    Earliest FDA Approval

  2. Feb 24, 1960

    Bausch Health Companies — NDA Secondary Org

  3. Jul 21, 1961

    Bausch Health Companies — First NDA Organization

  4. Jul 21, 1961

    Bausch Health Companies — NDA Organization

  5. Jul 21, 1961

    Bausch Health Companies — Marketing Organization

  6. Jul 28, 1966

    Roche — Marketing Organization

  7. Jul 28, 1966

    Roche — NDA Secondary Org

1970s

  1. Apr 21, 1976

    Alta Pharma — Marketing Organization

  2. May 11, 1976

    Rachelle Pharmaceuticals — Marketing Organization

  3. Jun 10, 1976

    Barr Laboratories — Marketing Organization

  4. Jun 15, 1976

    Upsher-Smith Laboratories — Marketing Organization

  5. Jun 15, 1976

    Chartwell Pharmaceuticals — Marketing Organization

  6. Jul 2, 1976

    Roxane Laboratories — Marketing Organization

  7. Aug 24, 1976

    Parke-Davis — Marketing Organization

  8. Aug 24, 1976

    Warner Lambert — Marketing Organization

  9. Sep 2, 1976

    John J. Ferrante — Marketing Organization

  10. Apr 6, 1977

    West-Ward Pharmaceutical — Marketing Organization

  11. Jun 30, 1977

    Abbott — Marketing Organization

  12. Dec 12, 1977

    Impax Laboratories — Marketing Organization

  13. Dec 23, 1977

    Heritage Pharma — Marketing Organization

  14. Dec 23, 1977

    Chartwell Pharmaceuticals — NDA Secondary Org

  15. Sep 8, 1978

    Watson Pharmaceuticals — Marketing Organization

1980s

  1. Feb 4, 1981

    Teva — Marketing Organization

  2. Jun 10, 1981

    Mylan — Marketing Organization

  3. May 19, 1982

    Lederle — Marketing Organization

  4. May 19, 1982

    American Cyanamid — Marketing Organization

  5. Jan 3, 1983

    Boehringer Ingelheim — Marketing Organization

  6. Mar 28, 1983

    Vanguard — Marketing Organization

  7. Jun 9, 1983

    Ascot Pharmaceuticals — Marketing Organization

  8. Apr 25, 1985

    Superpharm — Marketing Organization

  9. Dec 10, 1986

    Frontida BioPharm — Marketing Organization

  10. Dec 10, 1986

    UNITED RES LABS — Marketing Organization

  11. Dec 10, 1986

    ANDA Repository — Marketing Organization

  12. May 9, 1988

    Par Pharmaceuticals — Marketing Organization

  13. May 9, 1988

    Strides Pharma Science — Marketing Organization

2000s

  1. Jan 1, 2003

    Earliest Phase 3 Sponsor(trial)

2010s

  1. Jan 1, 2010

    Earliest Phase 2 Sponsor(trial)

2020s

  1. Jul 7, 2020

    Sunrise Medical Research, Inc. — Marketing Organization

  2. Jul 7, 2020

    Nuvo Research Inc. — Marketing Organization

  3. Jul 29, 2020

    Misemer Pharmaceutical — Marketing Organization

  4. Oct 20, 2020

    Pharma Life Sciences LLC — Marketing Organization

  5. Oct 20, 2020

    Eci Pharmaceuticals Llc — Marketing Organization

  6. Apr 26, 2021

    Alkem Labs Ltd — Marketing Organization

  7. May 10, 2021

    Dr. Reddy's Laboratories — Marketing Organization

  8. Oct 25, 2021

    Amneal Pharmaceuticals — Marketing Organization

  9. Feb 2, 2022

    Micro Labs Ltd India — Marketing Organization

  10. Jul 29, 2022

    Corepharma — Marketing Organization

  11. Sep 14, 2023

    Aurobindo Pharma — Marketing Organization

  12. Sep 15, 2023

    Alembic — Marketing Organization

  13. Dec 14, 2023

    Torrent Pharmaceuticals Limited — Marketing Organization

  14. Jul 8, 2024

    Winder Labs Llc — Marketing Organization

Indications

Mechanism of action

Combination products

Approval history

  • approvedPriority reviewFeb 24, 1960

Chemistry & pharmacology

Loading structure…

SMILES

CNC1=Nc2ccc(Cl)cc2C(c2ccccc2)=[N+]([O-])C1
Mol. weight
299.76 g/mol
Lipinski Ro5
Pass
Rule of 3
Yes
Chirality
Achiral Molecule
Inorganic
No
Polymer
No
Delivery
Oral, Parenteral
Availability
Prescription Only

Oral

Yes

Parenteral

Yes

Topical

No

Black box warningFirst in class

Sources

Also known as

  • 7-chloro-2-methylamino-5-phenyl-3h-1,4-benzodiazepin-4-oxide
  • 7-chloro-2-methylamino-5-phenyl-3h-1,4-benzodiazepin-4-oxide
  • a-poxide
  • a-poxide
  • chloradiazepoxide
  • chloradiazepoxide
  • chlordiazachel
  • chlordiazachel
  • chlordiazepoxid
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide
  • chlordiazepoxide base
  • chlordiazepoxide base
  • chlordiazepoxide hcl
  • chlordiazepoxide hcl
  • chlordiazepoxide hcl
  • chlordiazepoxide hydrochloride
  • chlordiazepoxide hydrochloride
  • chlordiazepoxide hydrochloride
  • chlordiazepoxide hydrochloride
  • chlordiazepoxidum
  • chlordiazepoxidum
  • chloridazepoxide
  • chlorodiazepoxide
  • clopoxide
  • clopoxide
  • clopoxide
  • clopoxide chloride
  • clopoxide chloride
  • helogaphen
  • helogaphen
  • librelease
  • librelease
  • libritabs
  • libritabs
  • librium
  • librium
  • librium
  • lygen
  • lygen
  • methaminodiazepoxide
  • methaminodiazepoxide
  • methaminodiazepoxide
  • multum
  • multum
  • risolid
  • risolid
  • ro-50690
  • ro-50690
  • ro-5-0690
  • ro-5-0690
  • sarlib
  • trakipeal
  • trakipeal
  • tropium
  • tropium
  • zeisin
  • zeisin

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT01109030Phase 2/Phase 3 (Phase 3)Apr 1, 2010Isfahan University
NCT01573052Phase 4Mar 1, 2004Department of Veteran Affairs
NCT00136617Phase 3Aug 1, 2003University of Copenhagen
NCT00516854N/AJun 1, 2002Government of Hong Kong, The University of Hong Kong
Showing 4 of 4 trials
Page 1 / 1

Organizations

Research & Development (5)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Department of Veteran AffairsGovernment1112004
Government of Hong KongGovernment1112002
Isfahan UniversityAcademic/Hospital1112010
The University of Hong KongAcademic/Hospital1012002
University of CopenhagenAcademic/Hospital1112003
5 organizations
Page 1 / 1

Marketing (60)

OrganizationOrg typeRelationshipDate
ANDA RepositoryFor profitMKTGDec 10, 1986
AbbottFor profitMKTGJun 30, 1977
AlembicFor profitMKTGSep 15, 2023
AlembicFor profitSYNSep 15, 2023
Alkem Labs LtdFor profitMKTGApr 26, 2021
Alta PharmaFor profitMKTGApr 21, 1976
American CyanamidFor profitMKTGMay 19, 1982
Amneal PharmaceuticalsFor profitMKTGOct 25, 2021
Ascot PharmaceuticalsFor profitMKTGJun 9, 1983
Aurobindo PharmaFor profitMKTGSep 14, 2023
Barr LaboratoriesFor profitMKTGJun 10, 1976
Bausch Health CompaniesFor profitSYNSep 1, 1966
Bausch Health CompaniesFor profitNDA2Feb 24, 1960
Bausch Health CompaniesFor profitNDAJul 21, 1961
Bausch Health CompaniesFor profitSYNJul 21, 1961
Bausch Health CompaniesFor profitMKTGJul 21, 1961
Boehringer IngelheimFor profitMKTGJan 3, 1983
Chartwell PharmaceuticalsFor profitMKTGJun 15, 1976
Chartwell PharmaceuticalsFor profitNDA2Dec 23, 1977
CorepharmaFor profitMKTGJul 29, 2022
Dow ChemicalFor profitMKTG
Dr. Reddy's LaboratoriesFor profitMKTGMay 10, 2021
Eci Pharmaceuticals LlcFor profitMKTGOct 20, 2020
Frontida BioPharmFor profitMKTGDec 10, 1986
HalseyFor profitMKTG
Heritage PharmaFor profitMKTGDec 23, 1977
Heritage PharmaFor profitSYNDec 16, 1988
Impax LaboratoriesFor profitMKTGDec 12, 1977
John J. FerranteFor profitMKTGSep 2, 1976
LederleFor profitMKTGMay 19, 1982
MM PharmaFor profitMKTG
Micro Labs Ltd IndiaFor profitMKTGFeb 2, 2022
Misemer PharmaceuticalFor profitMKTGJul 29, 2020
MylanFor profitMKTGJun 10, 1981
MylanFor profitSYNDec 10, 1986
Nuvo Research Inc.For profitMKTGJul 7, 2020
Par PharmaceuticalsFor profitMKTGMay 9, 1988
Parke-DavisFor profitMKTGAug 24, 1976
Pharma Life Sciences LLCFor profitMKTGOct 20, 2020
Puracap PharmaceuticalFor profitMKTG
Rachelle PharmaceuticalsFor profitMKTGMay 11, 1976
RocheFor profitMKTGJul 28, 1966
RocheFor profitNDA2Jul 28, 1966
Roxane LaboratoriesFor profitMKTGJul 2, 1976
Strides Pharma ScienceFor profitMKTGMay 9, 1988
Sunrise Medical Research, Inc.For profitMKTGJul 7, 2020
SuperpharmFor profitMKTGApr 25, 1985
TevaFor profitMKTGFeb 4, 1981
TevaFor profitSYNDec 16, 1988
TevaFor profitSYNNov 2, 2021
TevaFor profitSYNMar 7, 1975
Torrent Pharmaceuticals LimitedFor profitMKTGDec 14, 2023
UNITED RES LABSFor profitMKTGDec 10, 1986
Upsher-Smith LaboratoriesFor profitMKTGJun 15, 1976
Upsher-Smith LaboratoriesFor profitSYNFeb 24, 1976
VanguardFor profitMKTGMar 28, 1983
Warner LambertFor profitMKTGAug 24, 1976
Watson PharmaceuticalsFor profitMKTGSep 8, 1978
West-Ward PharmaceuticalFor profitMKTGApr 6, 1977
Winder Labs LlcFor profitMKTGJul 8, 2024