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Home > Encyclopedia > (-)-Physostigmine salicylate

(-)-Physostigmine salicylate

(-)-Physostigmine salicylate structure

(-)-Physostigmine salicylate 

structure
  • CAS No:

    57-64-7

  • Formula:

    C15H21N3O2.C7H6O3

  • Chemical Name:

    (-)-Physostigmine salicylate

  • Synonyms:

    Benzoic acid,2-hydroxy-,compd. with (3aS,8aR)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl N-methylcarbamate (1:1);Physostigmine salicylate;Physostigmine,monosalicylate;Benzoic acid,2-hydroxy-,compd. with (3aS-cis)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl methylcarbamate (1:1);Benzoic acid,2-hydroxy-,compd. with (3aS,8aR)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl methylcarbamate (1:1);Salicylic acid,compd. with physostigmine (1:1);Pyrrolo[2,3-b]indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-,methylcarbamate (ester),(3aS-cis)-,mono(2-hydroxybenzoate) (salt);Pyrrolo[2,3-b]indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-,methylcarbamate (ester),(3aS,8aR)-,mono(2-hydroxybenzoate) (salt);Eserine salicylate;(-)-Physostigmine salicylate;Isopto Eserine;11033-04-8;11036-66-1

  • Categories:

    Active Pharmaceutical Ingredients  >  Nervous System Drugs

Description

solid


Crystal form that turns red on exposure to heat or light. (EPA, 1998)


Crystal form that turns red on exposure to heat or light. (EPA, 1998)|Physostigmine salicylate is an azaheterocycle salicylate salt and a member of salicylates. It contains a physostigmine.

(-)-Physostigmine salicylate Basic Attributes

413.47

413.19500

200-343-8

2046ZRO9VU

757275

2811|2757

2933990090

Characteristics

102.34000

3.25810

Crystal form that turns red on exposure to heat or light. (EPA, 1998)

150.1 °C

393.5ºC at 760 mmHg

191.8ºC

LD50 i.p. in mice: 0.64 mg/kg (Sofia, Knabloch)

167.9 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

No rapid reaction with air. No rapid reaction with water.

Amines, Phosphines, and Pyridines

Behaves as a weak acid in solution.

Safety Information

II

6.1(a)

UN 1544 6.1/PG 1

3

26/28

25-45

TJ2450000

T+

P260-P264-P284-P301 + P310-P310

H300-H330

When heated to decomposition, it emits toxic fumes of nitrogen oxides. (EPA, 1998)

|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P264, P270, P271, P284, P301+P310, P304+P340, P310, P320, P321, P330, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: SMALL FIRE: Dry chemical, CO2 or water spray. LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Drug Information

This compound is similar to physostigmine. It is classified as super toxic. The probable oral lethal dose (humans) is less than 5 mg/kg or a taste for a 150 lb. person. It is a cholinesterase inhibitor. (EPA, 1998)

Note: Physostigmine, salicylate (1:1) is a cholinesterase inhibitor. Signs and Symptoms of Physostigmine, salicylate (1:1) Exposure: Acute exposure to physostigmine, salicylate (1:1) usually leads to a cholinergic crisis. Signs and symptoms may include increased salivation, profuse sweating, lacrimation (tearing), spontaneous defecation, and spontaneous urination. Pinpoint pupils, blurred vision, headache, tremors, muscle twitching, slight paralysis, and loss of muscle coordination may occur. Malaise, mental confusion, convulsions, unconsciousness, and coma may also be noted. Gastrointestinal effects include nausea, vomiting, diarrhea, and abdominal pain. Bradycardia (slow heart rate) occurs frequently. Pulmonary edema, dyspnea (shortness of breath), labored breathing, respiratory depression, or respiratory arrest may also occur. Emergency Life-Support Procedures: Acute exposure to physostigmine, salicylate (1:1) may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victims to fresh air. Emergency personnel should avoid self-exposure to physostigmine, salicylate (1:1). 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 4. Rush to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self-exposure to physostigmine, salicylate (1:1). 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 3. Remove and isolate contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes. 5. Wash exposed skin areas thoroughly with water. 6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 7. Rush to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 2. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 3. Vomiting may be induced with syrup of Ipecac. If elapsed time since ingestion of physostigmine, salicylate (1:1) is unknown or suspected to be greater than 30 minutes, do not induce vomiting and proceed to Step 4. Ipecac should not be administered to children under 6 months of age. Warning: Ingestion of physostigmine, salicylate (1:1) may result in sudden onset of seizures or loss of consciousness. Syrup of Ipecac should be administered only if victims are alert, have an active gag-reflex, and show no signs of impending seizure or coma. If ANY uncertainty exists, proceed to Step 4. The following dosages of Ipecac are recommended: children up to 1 year old, 10 mL (1/3 oz); children 1 to 12 years old, 15 mL (1/2 oz); adults, 30 mL (1 oz). Ambulate (walk) the victims and give large quantities of water. If vomiting has not occurred after 15 minutes, Ipecac may be readministered. Continue to ambulate and give water to the victims. If vomiting has not occurred within 15 minutes after second administration of Ipecac, administer activated charcoal. 4. Activated charcoal may be administered if victims are conscious and alert. Use 15 to 30 g (1/2 to 1 oz) for children, 50 to 100 g (1-3/4 to 3-1/2 oz) for adults, with 125 to 250 mL (1/2 to 1 cup) of water. 5. Promote excretion by administering a saline cathartic or sorbitol to conscious and alert victims. Children require 15 to 30 g (1/2 to 1 oz) of cathartic; 50 to 100 g (1-3/4 to 3-1/2 oz) is recommended for adults. 6. Rush to a health care facility. (EPA, 1998)

Antilirium

(-)-Physostigmine salicylate Use and Manufacturing

Uses

cholinergic, anticholinesterase, miotic

Benzoic acid, 2-hydroxy-, compd. with (3aS,8aR)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl N-methylcarbamate (1:1): ACTIVE

Computed Properties

Molecular Weight:413.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:413.19507097
Monoisotopic Mass:413.19507097
Topological Polar Surface Area:102
Heavy Atom Count:30
Complexity:535
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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