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Home> Encyclopedia >   /  Pharmaceutical Intermediates  /  Central Nervous System Agents  /  Pharmaceutical  /  Organic Intermediate  /  Anesthetic Agents
Tetracaine hydrochloride structure
Tetracaine hydrochloride structure

Tetracaine hydrochloride

Iupac Name:2-(dimethylamino)ethyl 4-(butylamino)benzoate;hydrochloride
CAS No.:136-47-0
Molecular Weight:300.82
Introduction: Tetracaine hydrochloride is a local anesthetic used topically in opthalmology.
1. Names and Identifiers
1.1 Name
Tetracaine hydrochloride
1.2 Synonyms

4-(N-BUTYLAMINO)BENZOIC ACID 2-(DIMETHYLAMINO)ETHYL ESTER HYDROCHLORIDE 4-[BUTYLAMINO]BENZOIC ACID-2-[DIMETHYLAMINO]ETHYL ESTER HYDROCHLORIDE 4-BUTYLAMINOBENZOIC ACID DIMETHYLAMINOETHYL ESTER HCL 4-BUTYLAMINOBENZOIC ACID DIMETHYLAMINOETHYL ESTER HYDROCHLORIDE AMETHOCAINE HYDROCHLORIDE INTERCAIN HYDROCHLORIDE L AND OCAIN HYDROCHLORIDE MEETHOBALM HYDROCHLORIDE

1.3 CAS No.
136-47-0
1.4 CID
8695
1.5 EINECS(EC#)
205-248-5
1.6 Molecular Formula
C15H25ClN2O2 (isomer)
1.7 Inchi
InChI=1S/C15H24N2O2.ClH/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3;/h6-9,16H,4-5,10-12H2,1-3H3;1H
1.8 InChkey
PPWHTZKZQNXVAE-UHFFFAOYSA-N
1.9 Canonical Smiles
CCCCNC1=CC=C(C=C1)C(=O)OCCN(C)C.Cl
1.10 Isomers Smiles
CCCCNC1=CC=C(C=C1)C(=O)OCCN(C)C.Cl
2. 3D Conformer
3. Properties
3.1 Density
1.1279 (rough estimate)
3.2 Melting Point
149°C
3.3 Boiling Point
389.4 oC at 760 mmHg
3.4 Vapour
2.87E-06mmHg at 25°C
3.5 Refractive Index
1.5200 (estimate)
3.6 Flash Point
189.3 oC
3.7 Appearance
White or off white crystalline powder
3.8 Chemical Properties
White Solid
3.9 Contact Allergens
Amethocaine is a local anesthetic used in dental surgery.It was reported as an agent of contact dermatitisin dentists or dental nurses and in ophthalmologists Tetracaine hydrochlorideSupplier
3.10 Solubility
freely soluble in water, soluble in alcohol and practically insoluble in ether.
3.11 Stability
Stable at normal temperatures and pressures.
3.12 StorageTemp
Keep tightly closed.
3.13 Water solubility
Soluble in water at 50mg/ml
4. Use and Manufacturing
4.1 Usage
Tetracaine hydrochloride is a local anesthetic used topically in opthalmology.
5. Safety and Handling
5.1 Hazard Codes
T
5.1 Risk Statements
25-36-43-42/43
5.2 Safety Statements
26-36/37-45-36/37/39-22-53
5.3 HazardClass
6.1
5.4 PackingGroup
III
5.5 Transport
2811
5.6 Report

EPA Genetic Toxicology Program.

5.7 Safety

Hazard Codes:?ToxicT
Risk Statements: 25-36-42/43?
R25: Toxic if swallowed.?
R36: Irritating to eyes.?
R42/43: May cause sensitization by inhalation and skin contact.
Safety Statements: 26-45-36/37/39-22-53?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.?
S22: Do not breathe dust.?
S53: Avoid exposure - obtain special instructions before use.
RIDADR: 2811
RTECS: DG4900000
Poison by ingestion, intraperitoneal, intravenous, intraspinal, and subcutaneous routes. An eye irritant. When heated to decomposition it emits very toxic fumes of HCl and NOx. An FDA over-the-counter drug used as a local anesthetic.

5.8 Specification

Incompatibilities
Iodides, inorganic mercury, silver salts.
Stability
Stable at normal temperatures and pressures.
Decomposition
Carbon monoxide, Carbon dioxide, Nitrogen oxides.
Combustion Products
Fire may produce irritating, corrosive and/or toxic gases.

5.9 Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intravenous 4mg/kg (4mg/kg) ? Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 739, 1957.
guinea pig LD50 subcutaneous 19500ug/kg (19.5mg/kg) ? Quarterly Journal of Pharmacy & Pharmacology. Vol. 20, Pg. 380, 1947.
mouse LD50 intraperitoneal 23mg/kg (23mg/kg) ? Archiv der Pharmazie Vol. 321, Pg. 115, 1988.
mouse LD50 intravenous 6400ug/kg (6.4mg/kg) ? Drugs in Japan Vol. -, Pg. 815, 1995.
mouse LD50 oral 160mg/kg (160mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 413, 1975.
mouse LD50 subcutaneous 25mg/kg (25mg/kg) ? Pharmacology and Toxicology. English translation of FATOAO. Vol. 22, Pg. 138, 1959.
rabbit LD50 intratracheal 4400ug/kg (4.4mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 132, Pg. 87, 1961.
rabbit LD50 intravenous 2150ug/kg (2.15mg/kg) ? Drugs in Japan Vol. 6, Pg. 490, 1982.
rabbit LD50 subcutaneous 15mg/kg (15mg/kg) ? Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 388, 1948.
rabbit LDLo intraspinal 5mg/kg (5mg/kg) ? Journal of Pharmacology and Experimental Therapeutics. Vol. 57, Pg. 221, 1936.
rat LD50 intraperitoneal 23500ug/kg (23.5mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 413, 1975.
rat LD50 intravenous 4500ug/kg (4.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 413, 1975.
rat LD50 subcutaneous 24mg/kg (24mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 413, 1975.

6. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 3

Skin sensitization, Category 1

Eye irritation, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H301 Toxic if swallowed

H317 May cause an allergic skin reaction

H319 Causes serious eye irritation

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P272 Contaminated work clothing should not be allowed out of the workplace.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

Response

P301+P310 IF SWALLOWED: Immediately call a POISON CENTER/doctor/\u2026

P321 Specific treatment (see ... on this label).

P330 Rinse mouth.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P333+P313 If skin irritation or rash occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

Storage

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

8. Precursor and Product
9. Computational chemical data
  • Molecular Weight:300.82g/mol
  • Molecular Formula:C15H25ClN2O2
  • Compound Is Canonicalized:True
  • Exact Mass:300.16
  • Monoisotopic Mass:300.16
  • Complexity:249
  • Rotatable Bond Count:9
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:4
  • Topological Polar Surface Area:41.6A^2
  • Heavy Atom Count:20
  • Defined Atom Stereocenter Count:0
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:2
  • CACTVS Substructure Key Fingerprint: AAADceBzMAAEAAAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAHgAQAAAADAjhmAYyyIPABACI AiTSSACCAAAlAgAIiIEIbMgKJjLAtZmHMQhk0AHY6YeY2SOeCAAAAAAAAAAQAAAAAAAAAAAAAAAA AA==
10. Question & Answer
  • Tetracaine hydrochloride, also known as amethocaine hydrochloride, is a local anesthetic used to numb the eyes, nose, or throat.It may also be used before starting an intravenous to decrease pain from the procedure.Typically it is applied as a liquid to the area. Tetracaine hydrochloride was patent...
  • Tetracaine hydrochloride is a sterile aqueous topical anesthetic ophthalmic solution. The molecular formula is C15H24N2O2•HCl. and the molecular weight is 300.82. The melting point is 147-150 ℃. The active ingredient is represented by the chemical structure: Tetracaine hydrochloride is a loca...
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