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Substance Name: Doxylamine succinate [USP]
RN: 562-10-7
UNII: V9BI9B5YI2
InChIKey: KBAUFVUYFNWQFM-UHFFFAOYSA-N

Note

  • Histamine H1 antagonist with pronounced sedative properties. It is used in allergies and as an antitussive, antiemetic, and hypnotic. Doxylamine has also been administered in veterinary applications and was formerly used in PARKINSONISM.

Molecular Formula

  • C17-H22-N2-O.C4-H6-O4

Molecular Weight

  • 388.4612
 

Classification Codes

  • Antihistaminic
  • Drug / Therapeutic Agent
  • Histamine Agents
  • Histamine Antagonists
  • Histamine H1 Antagonists
  • Mutation Data
  • Neurotransmitter Agents
  • Reproductive Effect
  • Tumor Data
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Names and Synonyms

Name of Substance

  • Doxylamine succinate
  • Doxylamine succinate [USP]

Synonyms

  • 2-(alpha(2-(Dimethylamino)ethoxy)-alpha-methylbenzyl)pyridine succinate (1:1)
  • 2-(alpha-(2-Dimethylaminoethoxy)-alpha-methylbenzyl)pyridine succinate
  • 2-Dimethylaminoethoxyphenylmethyl-2-picoline succinate
  • 2-Dimethylaminoethoxyphenylmethyl-2-picoline succinate (1:1)
  • A-H Injection
  • AI3-23993
  • alpha-(2-Dimethylaminoethoxy)-alpha-methyl-alpha-phenyl-2-picoline acid succinate
  • Alsadorm
  • CCRIS 4811
  • Decapryn
  • Decapryn Succinate
  • Decapryn succinate (1:1)
  • Dimethylaminoethoxy-methyl-benzyl-pyridine succinate
  • Doxy-sleep-aid
  • Doxylamine succinate
  • Doxylamine succinate (1:1)
  • Doxylamine succinate liquid
  • EINECS 209-228-7
  • EQUALINE SLEEP AID
  • Ethanamine, N,N-dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)-, butanedioate (1:1)
  • Evigoa D
  • Gittalun
  • Hoggar N
  • Mereprine
  • NSC 74772
  • Phenyl2-pyridylmethyl-beta-N,N-dimethylaminoethyl ether succinate
  • Sedaplus
  • Topcare sleep aid
  • UNII-V9BI9B5YI2
  • Unisom

Systematic Names

  • Butanedioic acid, compd. with N,N-dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)ethanamine (1:1)
  • Doxylamine hydrogen succinate
  • Doxylamine succinate
  • Ethanamine, N,N-dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)-, butanedioate (1:1)
  • Pyridine, 2-(alpha-(2-(dimethylamino)ethoxy)-alpha-methylbenzyl)-, succinate (1:1)
  • Succinic acid, compd. with 2-(alpha-(2-(dimethylamino)ethoxy)-alpha-methylbenzyl)pyridine (1:1) (8CI)

Superlist Name

  • Doxylamine succinate

Mixture Names

  • Contac Nighttime Cold Medicine
  • Safetussin

Registry Numbers

CAS Registry Number

  • 562-10-7

FDA UNII

  • V9BI9B5YI2

Other Registry Numbers

  • 121367-03-1
  • 7047-26-9

System Generated Number

  • 0000562107

Molecular Formulas

Molecular Formula

  • C17-H22-N2-O.C4-H6-O4

Molecular Formula Fragments

  • C17-H22-N2-O
  • C4-H6-O4
  • COMPONENT

Structure Descriptors

InChI

1S/C17H22N2O.C4H6O4/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16;5-3(6)1-2-4(7)8/h4-12H,13-14H2,1-3H3;1-2H2,(H,5,6)(H,7,8)

InChIKey

KBAUFVUYFNWQFM-UHFFFAOYSA-N

Smiles

CC(c1ccccc1)(c2ccccn2)OCCN(C)C.C(CC(=O)O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 62mg/kg (62mg/kg)   Journal of Laboratory and Clinical Medicine. Vol. 33, Pg. 325, 1948.
mouse LD50 oral 470mg/kg (470mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Laboratory and Clinical Medicine. Vol. 33, Pg. 325, 1948.
mouse LD50 subcutaneous 460mg/kg (460mg/kg)   Journal of Laboratory and Clinical Medicine. Vol. 33, Pg. 325, 1948.
rabbit LD50 intravenous 49mg/kg (49mg/kg)   Journal of Laboratory and Clinical Medicine. Vol. 33, Pg. 325, 1948.
rabbit LD50 oral 250mg/kg (250mg/kg)   Journal of Laboratory and Clinical Medicine. Vol. 33, Pg. 325, 1948.
rat LD50 subcutaneous 440mg/kg (440mg/kg)   Journal of Laboratory and Clinical Medicine. Vol. 33, Pg. 325, 1948.
rat LDLo oral 600mg/kg (600mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 37, Pg. 311, 1948.
rat LDLo oral 600mg/kg (600mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 37, Pg. 311, 1948.