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Details

Stereochemistry RACEMIC
Molecular Formula C16H19ClN2O.C4H4O4
Molecular Weight 406.86
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CARBINOXAMINE FUMARATE

SMILES

OC(=O)\C=C\C(O)=O.CN(C)CCOC(C1=CC=C(Cl)C=C1)C2=CC=CC=N2

InChI

InChIKey=GVNWHCVWDRNXAZ-WLHGVMLRSA-N
InChI=1S/C16H19ClN2O.C4H4O4/c1-19(2)11-12-20-16(15-5-3-4-10-18-15)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-10,16H,11-12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

HIDE SMILES / InChI
Molecular Formula C16H19ClN2O
Molecular Weight 290.788
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )
Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: https://www.drugs.com/pro/carbinoxamine.html

Carbinoxamine is a histamine-H1 receptor blocking agent. It is an antihistamine with anticholinergic (drying) and sedative properties. Carbinoxamine appears to compete with histamine (type H1) for receptor sites on effector cells in the gastrointestinal tract, blood vessels and respiratory tract. Carbinoxamine is effective for the symptomatic treatment of seasonal and perennial allergic rhinitis; vasomotor rhinitis; allergic conjunctivitis due to inhalant allergens and foods; mild, uncomplicated allergic skin manifestations of urticaria and angioedema; dermatographism; as therapy for anaphylactic reactions adjunctive to epinephrine and other standard measures after the acute manifestations have been controlled. Most common adverse reactions are: sedation, sleepiness, dizziness, disturbed coordination, epigastric distress, and thickening of bronchial secretions. Avoid concomitant use of alcohol and CNS depressants (hypnotics sedatives, tranquilizers, etc.) due to additive adverse effects.

CNS Activity

Originator

Approval Year

1953
193
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
 2.3 nM [Ki]
Cytochrome P450 2D6
61
Target ID: CHEMBL289
Sources: DOI: 10.14896/jssxmeeting.21.0.296.1
Inhibitor
8297
 25.0 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Approved
8429
CARBINOXAMINE MALEATE

Approved Use

Carbinoxamine maleate is effective for the symptomatic treatment of: Seasonal and perennial allergic rhinitis. Vasomotor rhinitis. Allergic conjunctivitis due to inhalant allergens and foods. Mild, uncomplicated allergic skin manifestations of urticaria and angioedema. Dermatographism. As therapy for anaphylactic reactions adjunctive to epinephrine and other standard measures after the acute manifestations have been controlled. Amelioration of the severity of allergic reactions to blood or plasma.

Launch Date

1.04803199E12
Palliative
Approved
8429
CARBINOXAMINE MALEATE

Approved Use

Carbinoxamine maleate is effective for the symptomatic treatment of: Seasonal and perennial allergic rhinitis. Vasomotor rhinitis. Allergic conjunctivitis due to inhalant allergens and foods. Mild, uncomplicated allergic skin manifestations of urticaria and angioedema. Dermatographism. As therapy for anaphylactic reactions adjunctive to epinephrine and other standard measures after the acute manifestations have been controlled. Amelioration of the severity of allergic reactions to blood or plasma.

Launch Date

1.04803199E12
Palliative
Approved
8429
CARBINOXAMINE MALEATE

Approved Use

Carbinoxamine maleate is effective for the symptomatic treatment of: Seasonal and perennial allergic rhinitis. Vasomotor rhinitis. Allergic conjunctivitis due to inhalant allergens and foods. Mild, uncomplicated allergic skin manifestations of urticaria and angioedema. Dermatographism. As therapy for anaphylactic reactions adjunctive to epinephrine and other standard measures after the acute manifestations have been controlled. Amelioration of the severity of allergic reactions to blood or plasma.

Launch Date

1.04803199E12
Palliative
Approved
8429
CARBINOXAMINE MALEATE

Approved Use

Carbinoxamine maleate is effective for the symptomatic treatment of: Seasonal and perennial allergic rhinitis. Vasomotor rhinitis. Allergic conjunctivitis due to inhalant allergens and foods. Mild, uncomplicated allergic skin manifestations of urticaria and angioedema. Dermatographism. As therapy for anaphylactic reactions adjunctive to epinephrine and other standard measures after the acute manifestations have been controlled. Amelioration of the severity of allergic reactions to blood or plasma.

Launch Date

1.04803199E12
Palliative
Approved
8429
CARBINOXAMINE MALEATE

Approved Use

Carbinoxamine maleate is effective for the symptomatic treatment of: Seasonal and perennial allergic rhinitis. Vasomotor rhinitis. Allergic conjunctivitis due to inhalant allergens and foods. Mild, uncomplicated allergic skin manifestations of urticaria and angioedema. Dermatographism. As therapy for anaphylactic reactions adjunctive to epinephrine and other standard measures after the acute manifestations have been controlled. Amelioration of the severity of allergic reactions to blood or plasma.

Launch Date

1.04803199E12
Palliative
Approved
8429
CARBINOXAMINE MALEATE

Approved Use

Carbinoxamine maleate is effective for the symptomatic treatment of: Seasonal and perennial allergic rhinitis. Vasomotor rhinitis. Allergic conjunctivitis due to inhalant allergens and foods. Mild, uncomplicated allergic skin manifestations of urticaria and angioedema. Dermatographism. As therapy for anaphylactic reactions adjunctive to epinephrine and other standard measures after the acute manifestations have been controlled. Amelioration of the severity of allergic reactions to blood or plasma.

Launch Date

1.04803199E12
Palliative
Approved
8429
CARBINOXAMINE MALEATE

Approved Use

Carbinoxamine maleate is effective for the symptomatic treatment of: Seasonal and perennial allergic rhinitis. Vasomotor rhinitis. Allergic conjunctivitis due to inhalant allergens and foods. Mild, uncomplicated allergic skin manifestations of urticaria and angioedema. Dermatographism. As therapy for anaphylactic reactions adjunctive to epinephrine and other standard measures after the acute manifestations have been controlled. Amelioration of the severity of allergic reactions to blood or plasma.

Launch Date

1.04803199E12
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
16.9 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/1363194
8 mg single, oral
dose: 8 mg
route of administration: Oral
experiment type: SINGLE
co-administered: PHENYLPROPANOLAMINE
PHENYLPROPANOLAMINE
 CARBINOXAMINE MALEATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
13.5 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/7488301
4 mg 2 times / day multiple, oral
dose: 4 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered: PHENYLEPHRINE
PHENYLEPHRINE
 CARBINOXAMINE MALEATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
4.5 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/7488301
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered: PHENYLEPHRINE
PHENYLEPHRINE
 CARBINOXAMINE MALEATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
14.5 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/1363194
8 mg single, oral
dose: 8 mg
route of administration: Oral
experiment type: SINGLE
co-administered: PHENYLPROPANOLAMINE
PHENYLPROPANOLAMINE
 CARBINOXAMINE MALEATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
22 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/7488301
4 mg 2 times / day multiple, oral
dose: 4 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered: PHENYLEPHRINE
PHENYLEPHRINE
 CARBINOXAMINE MALEATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
30 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/7488301
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered: PHENYLEPHRINE
PHENYLEPHRINE
 CARBINOXAMINE MALEATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
31%
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/17339039
unknown, unknown
 CARBINOXAMINE MALEATE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Sourcing

Sourcing

Vendor/AggregatorIDURL
ABI Chem
AC1O6TT5
ABI Chem
AC1Q71EO
Aurora Fine Chemicals LLC
K01.232.366
http://online.aurorafinechemicals.com/info?ID=K01.232.366
BioSynth
J-019843
https://www.biosynth.com/en/products/all-products/products/J-019843.html
Chemspace
CSSB00000743508
https://chem-space.com/CSSB00000743508
Combi-Blocks
QZ-9568
http://www.combi-blocks.com/cgi-bin/find.cgi?QZ-9568
Enamine
EN300-51917
https://www.enaminestore.com/catalog/EN300-51917
Hairui
HR125120
http://www.hairuichem.com/en/product/3505-38-2.html
PubChem
6506779
https://pubchem.ncbi.nlm.nih.gov/compound/6506779
PubMed

PubMed

TitleDatePubMed
Clistin maleate; a clinical appraisal of a new antihistaminic.
1954 Nov
[Antimycobacterial antihistaminics].
1989 Aug
[Serous otitis media. Comparative study of carbinoxamine- pseudoephedrine vs astemizole-pseudoephedrine].
1997 May-Jun
Chromatographic analysis of phenethylamine-antihistamine combinations using C8, C18 or cyano columns and micellar sodium dodecyl sulfate-pentanol mixtures.
2001 Apr
Cold-syrup induced movement disorder.
2001 Jun
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Patents

JP2008526895A
32
JP2013237711A
14
US2606195
6

Sample Use Guides

In Vivo Use Guide
Tablets: 1 or 2 tablets (4 to 8 mg) 3 to 4 times daily Oral Solution: 1 or 2 teaspoonfuls (4 to 8 mg) 3 to 4 times daily.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:55:57 UTC 2023
Edited
by admin
on Sat Dec 16 01:55:57 UTC 2023
Record UNII
1E9GVB07FW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CARBINOXAMINE FUMARATE
Common Name English
ETHANAMINE, 2-((4-CHLOROPHENYL)-2-PYRIDINYLMETHOXY)-N,N-DIMETHYL-, 2-BUTENEDIOATE (1:1)
Systematic Name English
Code System Code Type Description
PUBCHEM
6506779
Created by admin on Sat Dec 16 01:55:57 UTC 2023 , Edited by admin on Sat Dec 16 01:55:57 UTC 2023
PRIMARY
FDA UNII
1E9GVB07FW
Created by admin on Sat Dec 16 01:55:57 UTC 2023 , Edited by admin on Sat Dec 16 01:55:57 UTC 2023
PRIMARY
CAS
1078492-16-6
Created by admin on Sat Dec 16 01:55:57 UTC 2023 , Edited by admin on Sat Dec 16 01:55:57 UTC 2023
PRIMARY
Related Record Type Details
Structure of CARBINOXAMINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of CARBINOXAMINE
ACTIVE MOIETY
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