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Home > Encyclopedia > Benzeneacetic acid, α-(hydroxymethyl)-, (1α,2β,4β,5α,7β)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide (1:1), (αS)-

Benzeneacetic acid, α-(hydroxymethyl)-, (1α,2β,4β,5α,7β)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide (1:1), (αS)-

Benzeneacetic acid, α-(hydroxymethyl)-, (1α,2β,4β,5α,7β)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide (1:1), (αS)- structure

Benzeneacetic acid, α-(hydroxymethyl)-, (1α,2β,4β,5α,7β)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide (1:1), (αS)- 

structure
  • CAS No:

    6106-81-6

  • Formula:

    C17H21NO5.BrH

  • Chemical Name:

    Benzeneacetic acid, α-(hydroxymethyl)-, (1α,2β,4β,5α,7β)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide (1:1), (αS)-

  • Synonyms:

    Benzeneacetic acid,α-(hydroxymethyl)-,(1α,2β,4β,5α,7β)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester,hydrobromide (1:1),(αS)-;Scopolamine,N-oxide,hydrobromide;1αH,5αH-Tropan-3α-ol,6β,7β-epoxy-,(-)-tropate (ester),8-oxide,hydrobromide;Benzeneacetic acid,α-(hydroxymethyl)-,9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester,N-oxide,hydrobromide,[7(S)-(1α,2β,4β,5α,7β)]-;Benzeneacetic acid,α-(hydroxymethyl)-,(1α,2β,4β,5α,7β)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester,hydrobromide,(αS)-;3-Oxa-9-azatricyclo[3.3.1.02,4]nonane,benzeneacetic acid deriv.;Scopolamine aminoxide hydrobromide;Aminoxyscopolamine hydrobromide;Benzeneacetic acid,α-(hydroxymethyl)-,9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester,hydrobromide,[7(S)-(1α,2β,4β,5α,7β)]-;NSC 61807;(-)-Scopolamine N-oxide hydrobromide

  • Categories:

    Natural Products  >  Alkaloids

Description

Scopolamine N-oxide hydrobromide is an antagonist of the muscarinic acetylcholine.

Benzeneacetic acid, α-(hydroxymethyl)-, (1α,2β,4β,5α,7β)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide (1:1), (αS)- Basic Attributes

400.26

319.141968

228-066-8

DTXSID2045101

Prisms from water

Characteristics

88.49000

-0.49

135-138 °C

In water, 2.0X10+4 mg/L at 25 °C (est)

1.45X10-12 mm Hg at 25 °C (est)

D25 -25° (c = 2)

3% aq solution: about 3.2

Hydroxyl radical reaction rate constant = 5.3X10-11 cu cm/molec-sec at 25 °C (est)

Safety Information

III

6.1

UN15446.1/PG3

3

23/24/25

36/37/39-45

T

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

|Danger|H301 (97.5%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P311, P312, P321, P322, P330, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

ANTICHOLINERGIC AGENT|SEDATIVE FOR NONPRESCRIPTION SLEEPING AIDS (FORMER USE)

MAJOR ACTION OF ANTIMUSCARINIC AGENTS IS COMPETITIVE ANTAGONISM OF ACTIONS OF ACETYLCHOLINE & OTHER MUSCARINIC AGONISTS. /ANTIMUSCARINIC AGENTS/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

/SIGNS AND SYMPTOMS/ AMT OF ORDER OF 10-36 SOMINEX TABLETS EQUIVALENT TO 2.5-9 MG OF SCOPOLAMINE AMINOXIDE HYDROBROMIDE WERE TAKEN. REACTIONS STRONGLY RESEMBLED ATROPINE POISONING WITH DISORIENTATION, MYDRIASIS, & BLURRED VISION PRESUMABLY FROM CYCLOPLEGIA. THERE WERE NO PERMANENT OCULAR EFFECTS.

Benzeneacetic acid, α-(hydroxymethyl)-, (1α,2β,4β,5α,7β)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide (1:1), (αS)- Use and Manufacturing

Methods of Manufacturing

PROBABLY BY REACTION OF SCOPOLAMINE HYDROBROMIDE WITH HYDROGEN PEROXIDE

Uses

Antiparkinsonian;Anticholinergic

Production

(1979) NOT PRODUCED COMMERCIALLY IN U.S.|(1981) NOT PRODUCED COMMERCIALLY IN U.S.

Benzeneacetic acid, .alpha.-(hydroxymethyl)-, (1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide (1:1), (.alpha.S)-: INACTIVE

Computed Properties

Molecular Weight:400.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:399.06814
Monoisotopic Mass:399.06814
Topological Polar Surface Area:77.1
Heavy Atom Count:24
Complexity:460
Undefined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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