3D Mol Similar

Propitocaine hydrochloride

Iupac Name：N-(2-methylphenyl)-2-(propylamino)propanamide;hydrochloride

CAS No.: 1786-81-8

Molecular Weight：256.774

Modify Date.: 2022-11-11 02:18

Introduction: White SolidChEBI: The monohydrochloride salt of prilocaine. View more+

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1. Names and Identifiers

1.1 Name: Propitocaine hydrochloride
1.2 Synonyms: 2-(Propylamino)-N-(o-tolyl)propionamide Hydrochloride 2-(propylamino)-o-propionotoluidide hydrochloride 2-(propylamino)-o-propionotoluididmonohydrochloride 3MY1&VMR B1 &&HClprilocainechloride alpha-propylamine-2-methyl-propionanilidehydrochloride Citanest Plain citanesthydrochloride EINECS 217-244-0 l-67hydrochloride MFCD00079279 N-(2-Methylphenyl)-2-(propylamino)propanamide hydrochloride N-(2-Methylphenyl)-2-(propylamino)propanamidhydrochlorid N-(2-methylphenyl)-N2-propylalaninamide hydrochloride N-(2-Methylphenyl)-N-propylalaninamide hydrochloride N-(2-Methylphenyl)-N-propylalaninamide hydrochloride (1:1) N-(o-tolyl)-2-(propylamino)propionamide hydrochloride N-(α-Propylaminopropionyl)-o-toluidine hydrochloride Prilocaine HC PRILOCAINE HCL Prilocaine HCL //Prilocaine Prilocaine hydrochloride Prilocaine hydrochloride,N-(2-Methylphenyl)-2-(propylamino)propanamide hydrochloride PrilocaineHydrochloroide Propanamide, N-(2-methylphenyl)-2-(propylamino)-, hydrochloride (1:1) Propitocaine HCL xylonest

1.3 CAS No.: 1786-81-8

1.4 CID: 92163

1.5 EINECS(EC#): 217-244-0

1.6 Molecular Formula: C13H21ClN2O (isomer)

1.7 Inchi: InChI=1S/C13H20N2O.ClH/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2;/h5-8,11,14H,4,9H2,1-3H3,(H,15,16);1H

1.8 InChkey: BJPJNTKRKALCPP-UHFFFAOYSA-N

1.9 Canonical Smiles: CCCNC(C)C(=O)NC1=CC=CC=C1C.Cl

1.10 Isomers Smiles: CCCNC(C)C(=O)NC1=CC=CC=C1C.Cl

2. Properties

2.1 Melting point: 168-170°C

2.1 Boiling point: 361.6 °C at 760 mmHg

2.1 Flash Point: 134.3 °C

2.1 Precise Quality: 256.13400

2.1 PSA: 41.13000

2.1 logP: 3.58750

2.1 Appearance: White or off white crystalline powder

2.2 Storage: Refrigerator

2.3 Chemical Properties: White Solid

2.4 Color/Form: Powder

2.5 Contact Allergens: Prilocaine in a local anesthetic of the amide group. Itcan induce allergic contact dermatitis, particularlyfrom EMLA? cream. Propitocaine hydrochloride Supplier

2.6 Water Solubility: Freely soluble in water and in ethanol (96 per cent), very slightly soluble in acetone

2.7 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Definition: ChEBI: The monohydrochloride salt of prilocaine.

3.2 Usage: antibacterial

4. Safety and Handling

4.1 RIDADR: NONH for all modes of transport

4.1 WGK Germany: 3

4.1 RTECS: UG5775000

4.1 Safety: The safety information of CITANEST HYDROCHLORIDE(1786-81-8) is as follows:
RTECS:UG5775000
Poison by intraperitoneal and intravenous routes. Moderately toxic by subcutaneous route. When heated to decomposition it emits very toxic fumes of HCl and NO_x.

4.2 Specification: White Solid
usageEng:Anesthetic (local).

4.3 Toxicity

1.	ipr-rat LD50:148 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),692.
2.	scu-rat LD50:790 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),692.
3.	ivn-rat LD50:56,600 µg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),692.
4.	ipr-mus LD50:30 mg/kg	29ZVAB Handbook of Analytical Toxicology ,Sunshine, I., ed.,Cleveland, OH.: Chemical Rubber Co.,1969,99.
5.	scu-mus LD50:632 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),692.
6.	ivn-mus LD50:55 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),692.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin irritation, Category 2

Eye irritation, Category 2

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H302 Harmful if swallowed H312 Harmful in contact with skin H315 Causes skin irritation 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. P280 Wear protective gloves/protective clothing/eye protection/face protection. P273 Avoid release to the environment.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation 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	none
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : Predict

1H NMR : Predict

7. Other Information

7.0 靶点: Na, K-ATPase

7.1 体外研究: Prilocaine hydrochloride is more potent in inhibiting the Na,K-ATPase of plasma membranes of LM cells (transformed fibroblasts) at 37 ℃ (43.8 mM) than at 25 ℃ (28.2 mM).

7.2 Uses: Propitocaine hydrochloride is a local anesthetic of the amino amide type,it is often used in dentistry. Prilocaine is also often combined with lidocaine as a preparation for dermal anesthesia (lidocaine/pril ocaine or EMLA), for treatment of conditions like paresthesia.

7.3 Biological Functions: Prilocaine hydrochloride (Citanest) is an amide anesthetic whose onset of action is slightly longer than that of lidocaine; its duration of action is comparable. Prilocaine is 40% less toxic acutely than lidocaine, making it especially suitable for regional anesthetic techniques. It is metabolized by the liver to orthotoluidine, which when it accumulates, can cause conversion of hemoglobin (HB⁺⁺⁺ to methemoglobin (HB⁺⁺⁺. Oxygen transport is impaired in the presence of methemoglobinemia. Treatment involves the use of reducing agents, such as methylene blue, given intravenously, to reconvert methemoglobin to hemoglobin.

7.4 Merck: 14,7743

7.5 Chemical Properties: White Solid

7.6 Uses: antibacterial

7.7 Uses: Prilocaine is a local anesthetic of the amino amide type. Prilocaine is often used in dentistry. Prilocaine is also often combined with lidocaine as a preparation for dermal anesthesia (lidocaine/pril ocaine or EMLA), for treatment of conditions like paresthesia.

7.8 Uses: Anesthetic (local).

7.9 Definition: ChEBI: The monohydrochloride salt of prilocaine.

7.10 Brand name: Citanest (AstraZeneca).

7.11 Contact allergens: Prilocaine in a local anesthetic of the amide group. It can induce allergic contact dermatitis, particularly from EMLA? cream.

7.12 Usage: A local anesthetic

8. Computational chemical data

Molecular Weight: 256.774g/mol
Molecular Formula: C₁₃H₂₁ClN₂O
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 256.1342410
Monoisotopic Mass: 256.1342410
Complexity: 218
Rotatable Bond Count: 5
Hydrogen Bond Donor Count: 3
Hydrogen Bond Acceptor Count: 2
Topological Polar Surface Area: 41.1
Heavy Atom Count: 17
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 1
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 2
CACTVS Substructure Key Fingerprint: AAADceBzIAAEAAAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAHgAQAAAADCjBmAQywILAAACIAiVSUACCAAAhAgAIiIGIZIgIYCLAkbGUIAhglADIyAcQgAAOAAAAAAACAAAAAAAAAAQAAAAAAAAAAA==

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