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Mecamylamine
Inversine (mecamylamine) is a small molecule pharmaceutical. Mecamylamine was first approved as Inversine on 1982-01-01. It is used to treat malignant hypertension and tourette syndrome in the USA. The pharmaceutical is active against neuronal acetylcholine receptor subunit alpha-3. In addition, it is known to target neuronal acetylcholine receptor subunit alpha-4, neuronal acetylcholine receptor subunit alpha-2, acetylcholine receptor subunit alpha, neuronal acetylcholine receptor subunit alpha-6, and neuronal acetylcholine receptor subunit alpha-7.
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Commercial
Therapeutic Areas
Therapeutic Area
MeSH
nervous system diseasesD009422
cardiovascular diseasesD002318
hereditary congenital and neonatal diseases and abnormalitiesD009358
mental disordersD001523
Trade Name
FDA
EMA
No data
Drug Products
FDA
EMA
New Drug Application (NDA)
New Drug Application (NDA)
Abbreviated New Drug Application (ANDA)
Abbreviated New Drug Application (ANDA)
Mecamylamine hydrochloride
Tradename
Company
Number
Date
Products
INVERSINECatalyst BiosciencesN-010251 DISCN1982-01-01
1 products, RLD
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Labels
FDA
EMA
Brand Name
Status
Last Update
inversine2008-06-03
vecamylANDA2021-01-13
Indications
FDA
EMA
Indication
Ontology
MeSH
ICD-10
malignant hypertensionEFO_1001031D006974—
tourette syndromeEFO_0004895D005879F95.2
Agency Specific
FDA
EMA
No data
Patent Expiration
No data
ATC Codes
C: Cardiovascular system drugs
— C02: Antihypertensives
— C02B: Antiadrenergic agents, ganglion-blocking
— C02BB: Secondary and tertiary amines, ganglion-blocking antiadrenergic
— C02BB01: Mecamylamine
HCPCS
No data
Clinical
Clinical Trials
2 clinical trials
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Indications Phases 4
No data
Indications Phases 3
Indication
MeSH
Ontology
ICD-10
Ph 1
Ph 2
Ph 3
Ph 4
Other
Total
DementiaD003704F03——1——1
Psychophysiologic disordersD011602F45.9——1——1
SchizophreniaD012559EFO_0000692F20——1——1
DepressionD003863F33.9——1——1
Anxiety disordersD001008EFO_0006788F41.1——1——1
Indications Phases 2
No data
Indications Phases 1
Indication
MeSH
Ontology
ICD-10
Ph 1
Ph 2
Ph 3
Ph 4
Other
Total
Brain neoplasmsD001932EFO_0003833C711————1
GlioblastomaD005909EFO_00005151————1
Indications Without Phase
No data
Epidemiology
Epidemiological information for investigational and approved indications
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Drug
General
Drug common nameMECAMYLAMINE
INNmecamylamine
Description
Mecamylamine (INN, BAN; or mecamylamine hydrochloride (USAN); brand names Inversine, Vecamyl) is a non-selective, non-competitive antagonist of the nicotinic acetylcholine receptors (nAChRs) that was introduced in the 1950s as an antihypertensive drug. In the United States, it was voluntarily withdrawn from the market in 2009 but was brought to market in 2013 as Vecamyl and eventually was marketed by Turing Pharmaceuticals.
Classification
Small molecule
Drug class—
Image (chem structure or protein)
Structure (InChI/SMILES or Protein Sequence)
CNC1(C)C2CCC(C2)C1(C)C
Identifiers
PDB—
CAS-ID60-40-2
RxCUI—
ChEMBL IDCHEMBL267936
ChEBI ID6706
PubChem CID4032
DrugBankDB00657
UNII ID6EE945D3OK (ChemIDplus, GSRS)
Target
Agency Approved
CHRNA3
CHRNA3
Organism
Homo sapiens
Gene name
CHRNA3
Gene synonyms
NACHRA3
NCBI Gene ID
1136
Protein name
neuronal acetylcholine receptor subunit alpha-3
Protein synonyms
cholinergic receptor, nicotinic alpha 3, cholinergic receptor, nicotinic, alpha 3 (neuronal), cholinergic receptor, nicotinic, alpha polypeptide 3, neuronal nicotinic acetylcholine receptor, alpha3 subunit
Uniprot ID
Q9BRR4
Mouse ortholog
Chrna3 (110834)
neuronal acetylcholine receptor subunit alpha-3 (Q8R4G9)
Alternate
CHRNA4
CHRNA4
CHRNA2
CHRNA2
CHRNA1
CHRNA1
CHRNA6
CHRNA6
CHRNA7
CHRNA7
Organism
Homo sapiens
Gene name
CHRNA4
Gene synonyms
NACRA4
NCBI Gene ID
1137
Protein name
neuronal acetylcholine receptor subunit alpha-4
Protein synonyms
cholinergic receptor, nicotinic alpha 4, cholinergic receptor, nicotinic, alpha 4 (neuronal), cholinergic receptor, nicotinic, alpha polypeptide 4, neuronal nicotinic acetylcholine receptor alpha-4 subunit
Uniprot ID
Q4VAQ6
Mouse ortholog
Chrna4 (11438)
neuronal acetylcholine receptor subunit alpha-4 (Q9ET51)
Variants
Clinical Variant
No data
Financial
No data
Trends
PubMed Central
Top Terms for Disease or Syndrome:
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Additional graphs summarizing 4,047 documents
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Safety
Black-box Warning
No Black-box warning
Adverse Events
Top Adverse Reactions
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576 adverse events reported
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