Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Ipratropium bromide [INN]
RN: 22254-24-6
UNII: VJV4X1P2Z1
InChIKey: LHLMOSXCXGLMMN-WDTICOSOSA-M

Note

  • A muscarinic antagonist structurally related to ATROPINE but often considered safer and more effective for inhalation use. It is used for various bronchial disorders, in rhinitis, and as an antiarrhythmic.

Molecular Formula

  • C20-H30-N-O3.Br

Molecular Weight

  • 412.365
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
  • Skin / Eye Irritant
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Ipratropium bromide [INN]

MeSH Heading

  • Ipratropium

Synonyms

  • (1S,3S,5R)-3-Tropyloxy-8-isopropyltropanium bromide
  • (8r)-3-alpha-Hydroxy-8-isopropyl-1-alpha-H,5-alpha-H-tropiumbromide-(+-)-tropate
  • 3-alpha-Hydroxy-8-isopropyl-1-alpha-H,5-alpha-H-tropanium bromide (+-)-tropate
  • 8-Isopropylnoratropine methobromide
  • ATEM
  • Atrovent
  • Atrovent HFA
  • Bromure d'ipratropium
  • Bromure d'ipratropium [INN-French]
  • Bromuro de ipratropio
  • Bromuro de ipratropio [INN-Spanish]
  • EINECS 244-873-8
  • Ipratropii bromidum
  • Ipratropii bromidum [INN-Latin]
  • Ipratropium bromide
  • Ipratropiumbromid
  • Ipratropiumbromid [German]
  • Itrop
  • N-Isopropylnoratropinium bromomethylate
  • Sch 1000
  • UNII-VJV4X1P2Z1

Systematic Names

  • 1-alpha-H,5-alpha-H-Tropanium, 3-alpha-hydroxy-8-isopropyl-, bromide, (+-)-tropate
  • Ipratropium bromide

Registry Numbers

CAS Registry Number

  • 22254-24-6

FDA UNII

  • VJV4X1P2Z1

Related Registry Number

  • 60205-81-4 (Parent)

System Generated Number

  • 0022254246

Molecular Formulas

Molecular Formula

  • C20-H30-N-O3.Br

Molecular Formula Fragments

  • Br
  • C20-H30-N-O3
  • COMPONENT

Structure Descriptors

InChI

1S/C20H30NO3.BrH/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15;/h4-8,14,16-19,22H,9-13H2,1-3H3;1H/q+1;/p-1/t16-,17+,18+,19?,21?;

InChIKey

LHLMOSXCXGLMMN-WDTICOSOSA-M

Smiles

CC(C)[N+]1([C@@H]2CC[C@H]1C[C@H](C2)OC(=O)C(CO)c3ccccc3)C.[Br-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 1300mg/kg (1300mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976.
dog LDLo intravenous 20mg/kg (20mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976.
mammal (species unspecified) LD50 intravenous 10mg/kg (10mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) Postgraduate Medical Journal, Supplement. Vol. 51(Suppl,
man TCLo inhalation 1ug/kg (0.001mg/kg) GASTROINTESTINAL: OTHER CHANGES British Medical Journal. Vol. 292, Pg. 380, 1986.
mouse LD50 intraperitoneal 72mg/kg (72mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 417, 1978.
mouse LD50 intravenous 12290ug/kg (12.29mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976.
mouse LD50 oral 1001mg/kg (1001mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA
Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976.
mouse LD50 subcutaneous 300mg/kg (300mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA
Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976.
rabbit LD50 oral 1557mg/kg (1557mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 417, 1978.
rat LD50 intraperitoneal 113mg/kg (113mg/kg) BEHAVIORAL: TETANY

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 176, 1979.
rat LD50 intravenous 15700ug/kg (15.7mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 489, 1979.
rat LD50 oral 1663mg/kg (1663mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976.
rat LD50 subcutaneous 635mg/kg (635mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TETANY

BEHAVIORAL: ATAXIA
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 176, 1979.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 231 deg C   EXP
log P (octanol-water) -0.700 (none)   EST
Atmospheric OH Rate Constant 7.34E-11 cm3/molecule-sec 25 EST

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