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Substance Name: Ambroxol [INN:BAN]
RN: 18683-91-5
UNII: 200168S0CL
InChIKey: JBDGDEWWOUBZPM-XYPYZODXSA-N

Note

  • A metabolite of BROMHEXINE that stimulates mucociliary action and clears the air passages in the respiratory tract. It is usually administered as the hydrochloride.

Molecular Formula

  • C13-H18-Br2-N2-O

Molecular Weight

  • 378.1062
 

Classification Codes

  • Drug / Therapeutic Agent
  • Expectorants
  • Respiratory System Agents
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Names and Synonyms

Name of Substance

  • Ambroxol
  • Ambroxol [INN:BAN]

MeSH Heading

  • Ambroxol

Synonyms

  • Ambroxol
  • Ambroxolum
  • Ambroxolum [INN-Latin]
  • Bisolvon metabolite VIII
  • Bromhexine-metabolite VIII
  • EC 242-500-3
  • EINECS 242-500-3
  • N-(2-Amino-3,4-dibromociclohexil)-trans-4-aminociclohexanol
  • N-(2-Amino-3,4-dibromociclohexil)-trans-4-aminociclohexanol [Spanish]
  • N-(2-Amino-3,4-dibromocyclohexyl)-trans-4-aminocyclohexanol
  • N-(trans-4-Hidroxiciclohexil)-(2-amino-3,5-dibromobencil)amina
  • N-(trans-4-Hidroxiciclohexil)-(2-amino-3,5-dibromobencil)amina [Spanish]
  • N-(trans-4-Hydroxycyclohexyl)-(2-amino-3,5-dibromobenzyl)-amine
  • N-(trans-p-Hydroxycyclohexyl)-(2-amino-3,5-dibromobenzyl)amine
  • NA-872
  • trans-4-((2-Amino-3,5-dibromobencil)amino)ciclohexanol
  • trans-4-((2-Amino-3,5-dibromobencil)amino)ciclohexanol [Spanish]
  • trans-4-((2-Amino-3,5-dibromobenzyl)amine)cyclohexanol
  • trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol
  • UNII-200168S0CL

Systematic Names

  • Ambroxol
  • Cyclohexanol, 4-(((2-amino-3,5-dibromophenyl)methyl)amino)-, trans- (9CI)
  • Cyclohexanol, 4-((2-amino-3,5-dibromobenzyl)amino)- (E)-
  • trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol

Registry Numbers

CAS Registry Number

  • 18683-91-5

FDA UNII

  • 200168S0CL

System Generated Number

  • 0018683915

Structure Descriptors

InChI

1S/C13H18Br2N2O/c14-9-5-8(13(16)12(15)6-9)7-17-10-1-3-11(18)4-2-10/h5-6,10-11,17-18H,1-4,7,16H2/t10-,11-

InChIKey

JBDGDEWWOUBZPM-XYPYZODXSA-N

Smiles

Nc1c(Br)cc(Br)cc1CN[C@@H]2CC[C@@H](O)CC2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 280mg/kg (280mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
guinea pig LD50 oral 1180mg/kg (1180mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
mouse LD50 intraperitoneal 268mg/kg (268mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
mouse LD50 intravenous 138mg/kg (138mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
mouse LD50 oral 2720mg/kg (2720mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
rat LD50 intraperitoneal 380mg/kg (380mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
rat LD50 oral 13400mg/kg (13400mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.130 (none)   EST
Atmospheric OH Rate Constant 1.18E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.