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| CAS No.: | 721-50-6 |
|---|---|
| Name: | Prilocaine |
| Molecular Structure: | |
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| Formula: | C13H20N2O |
| Molecular Weight: | 220.315 |
| Synonyms: | o-Propionotoluidide,2-(propylamino)- (6CI,8CI);2-Methyl-a-propylaminopropionanilide;Astra 1512;Astra 1515;Citanest;N-(2,6-Dimethylphenyl)-2-(propylamino)propanamide;NSC 40027;Propitocaine;o-Methyl-2-propylaminopropionanilide; |
| EINECS: | 211-957-0 |
| Density: | 1.029 g/cm3 |
| Melting Point: | 37-38oC |
| Boiling Point: | 361.6 °C at 760 mmHg |
| Flash Point: | 134.3 °C |
| Solubility: | 易溶于水和乙醇，略溶于氯仿 |
| Appearance: | White crystalline powder |
| PSA: | 41.13000 |
| LogP: | 2.78550 |
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| Conditions | Yield |
|---|---|
| Stage #1: 2-chloropropionyl chloride; o-toluidine With potassium carbonate In acetone at 0 - 30℃; for 5h; Stage #2: propylamine In acetone at 70℃; for 14h; | 97% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone Reflux; | 90% |
- 721-50-6
prilocaine
| Conditions | Yield |
|---|---|
| In phosphate buffer; acetate buffer at 60℃; pH=2.15 - 7.4; Kinetics; |
- 721-50-6
prilocaine
| Conditions | Yield |
|---|---|
| In phosphate buffer; acetate buffer at 37℃; pH=1.14 - 7.4; Kinetics; |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water; ethyl acetate pH=1; | 96% |
| Conditions | Yield |
|---|---|
| With sodium decatungstate; sulfuric acid; copper dichloride In water; acetonitrile at 20 - 30℃; for 12h; Irradiation; regioselective reaction; | 63% |
- 721-50-6
prilocaine
- 721-50-6
prilocaine
| Conditions | Yield |
|---|---|
| In methanol at 20℃; for 24h; |
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Chemistry
Molecule structure of Propanamide, N-(2-methylphenyl)-2-(propylamino)- (CAS NO.721-50-6):
IUPAC Name: N-(2-Methylphenyl)-2-(propylamino)propanamide
Molecular Weight: 220.3107 g/mol
Molecular Formula: C13H20N2O
Density: 1.029 g/cm3
Melting Point: 37-38 deg C
Boiling Point: 361.6 °C at 760 mmHg
Flash Point: 134.3 °C
Index of Refraction: 1.542
Molar Refractivity: 67.43 cm3
Molar Volume: 214 cm3
Polarizability: 26.73×10-24 cm3
Surface Tension: 38.5 dyne/cm
Enthalpy of Vaporization: 60.74 kJ/mol
Vapour Pressure: 2.05E-05 mmHg at 25 °C
log P (octanol-water): 2.11
Water Solubility: 541 mg/L
XLogP3: 2.1
H-Bond Donor: 2
H-Bond Acceptor: 2
Rotatable Bond Count: 5
Tautomer Count: 2
Exact Mass: 220.157563
MonoIsotopic Mass: 220.157563
Topological Polar Surface Area: 41.1
Heavy Atom Count: 16
Complexity: 218
Canonical SMILES: CCCNC(C)C(=O)NC1=CC=CC=C1C
InChI: InChI=1S/C13H20N2O/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)
InChIKey: MVFGUOIZUNYYSO-UHFFFAOYSA-N
EINECS: 211-957-0
Product Categories: Active Pharmaceutical Ingredients
Uses
Propanamide, N-(2-methylphenyl)-2-(propylamino)- (CAS NO.721-50-6) is used as local anesthetics.
Production
After the condensation reaction of O-toluidine and α-bromo-propionyl bromide, add propylamine to obtaine the product.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 231mg/kg (231mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 455, 1965. | |
| mouse | LD50 | intravenous | 59900ug/kg (59.9mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 455, 1965. | |
| mouse | LD50 | subcutaneous | 519mg/kg (519mg/kg) | BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 455, 1965. |
Safety Profile
Hazardous Substances Data: 721-50-6(Hazardous Substances Data)
Specification
Propanamide, N-(2-methylphenyl)-2-(propylamino)- (CAS NO.721-50-6) is also named as 2-(Propylamino)-o-propionotoluidide ; 2-Methyl-alpha-propylaminopropionanilide ; Astra 1515 ; BRN 2108498 ; Citanest ; HSDB 3386 ; N-(2-Methylphenyl)-2-(propylamino)propanamide ; NSC 40027 ; Prilocaina ; Prilocaina [INN-Spanish] ; Prilocaine ; Prilocainum ; Prilocainum [INN-Latin] ; Propitocaine ; UNII-046O35D44R ; alpha-n-Propylamino-2-methylpropionanilide ; o-Methyl-2-propylaminopropionanilide ; o-Methyl-alpha-propylaminopropionanilide ; o-Propionotoluidide, 2-propylamino- . Propanamide, N-(2-methylphenyl)-2-(propylamino)- (CAS NO.721-50-6) is needle crystal with sour bitter taste and odorless. It is soluble in water and ethanol and a little soluble in chloroform.