Compound: procaine
SMILES: O=C(OCCN(CC)CC)c1ccc(N)cc1
InChIKey: MFDFERRIHVXMIY-UHFFFAOYSA-N
Synonyms: procaine, 59-46-1, 2-(Diethylamino)ethyl 4-aminobenzoate, Spinocaine, Vitamin H3, Duracaine, Novocaine, Procain, Nissocaine, Procaine, base, Procaina, Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester, Scurocaine, Procainum, 2-Diethylaminoethyl 4-aminobenzoate, Diethylaminoethyl p-aminobenzoate, 2-Diethylaminoethyl p-aminobenzoate, p-Aminobenzoic acid 2-diethylaminoethyl ester, 4-Aminobenzoic acid diethylaminoethyl ester, Benzoic acid, p-amino-, 2-(diethylamino)ethyl ester, beta-Diethylaminoethyl 4-aminobenzoate, NSC-169497, CHEBI:8430, beta-(Diethylamino)ethyl 4-aminobenzoate, beta-(Diethylamino)ethyl p-aminobenzoate, 4-Aminobenzoic acid 2-diethylaminoethyl ester, 4Z8Y51M438, DTXSID7045021, 4-14-00-01138 (Beilstein Handbook Reference), RefChem:6164, DTXCID5025021, C05AD05, N01BA02, S01HA05, novocainum (for the hydrochloride), 200-426-9, Norocaine, Novocain, p-Aminobenzoyldiethylaminoethanol, Allocaine, 2-(Diethylamino)ethyl-4-aminobenzoate, MFCD00007893, Procaine (INN), NSC 169497, 2-Diethylaminoethylester kyseliny p-aminobenzoove, 4-Amino-benzoic acid 2-diethylamino-ethyl ester, 2-(Diethylamino)ethyl p-aminobenzoate, Gerovital, SP-01, Factor H3, Stoff H3, Jenacain, PROCAINE [INN], .beta.-(Diethylamino)ethyl p-aminobenzoate, Procaine [INN:BAN], Procainum [INN-Latin], Procaina [INN-Spanish], Gerovital H-3, MLS001304095, Anticort (TM), PROCAINE BASE, HSDB 3388, CAS-51-05-8, NCGC00015864-02, 4-Aminobenzoesaeure-beta-diethylaminoethylester, SMR000718771, EINECS 200-426-9, BRN 0913480, 2-Diethylaminoethylester kyseliny p-aminobenzoove [Czech], SP01, 2-(diethylamino)ethyl 4-aminobenzoate;hydrochloride, UNII-4Z8Y51M438, 4-aminobenzoic acid 2-(diethylamino)ethyl ester, Gelatin (Bovine), Neocaine (Salt/Mix), Novocain (Salt/Mix), Allocaine (Salt/Mix), Novocaine (Salt/Mix), Sevicaine (Salt/Mix), Spectrum_000838, Aminocaine (Salt/Mix), Scurocaine (Salt/Mix), PROCAINE [HSDB], PROCAINE [MI], Neotonocaine (Salt/Mix), PROCAINE [VANDF], Prestwick0_000041, Prestwick1_000041, Prestwick2_000041, Prestwick3_000041, Spectrum2_001296, Spectrum3_000556, Spectrum4_000488, Spectrum5_001186, Lopac-P-9879, CHEMBL569, Epitope ID:115010, PROCAINE [WHO-DD], Gerovital H3 (Salt/Mix), cid_5795, SCHEMBL3524, SAMPL3, G2, Lopac0_000966, BSPBio_000161, BSPBio_002231, KBioGR_000975, KBioSS_001318, DivK1c_000120, SPBio_001331, SPBio_002082, WLN: ZR DVO2N2&2, BPBio1_000179, GTPL4291, orb1311006, BDBM64452, KBio1_000120, KBio2_001318, KBio2_003886, KBio2_006454, KBio3_001731, NINDS_000120, HMS3885F16, HMS5083I12, HY-B0546, MSK10137, BBL005106, EBC-04234, s4668, SBB066226, STK177303, AKOS000115407, CCG-205046, DB00721, DS-1216, SDCCGSBI-0050939.P005, IDI1_000120, .beta.-Diethylaminoethyl 4-aminobenzoate, NCGC00015864-01, NCGC00015864-03, NCGC00015864-04, NCGC00015864-18, NCGC00162298-01, DA-57051, FP140525, ST024758, SY030284, SBI-0050939.P004, .beta.-(Diethylamino)ethyl 4-aminobenzoate, aniline, 4-(2-diethylamino)ethoxycarbonyl-, 2-(N,N-diethylamino)ethyl 4-amino-benzoate, AB00053531, NS00000182, P1961, T0029, EN300-33930, C07375, D08422, AB00053531-09, AB00053531_11, AB00053531_12, p-Aminobenzoic acid, 2-(diethylamino)ethyl ester, AE-641/00560024, F031699, Q423741, 2-(diethylamino)ethyl 4-azanylbenzoate;hydrochloride, Benzoic acid, 4-amino- 2-(diethylamino)ethyl ester, BRD-K24616672-003-05-2, BRD-K24616672-003-10-2, BRD-K24616672-003-19-3, BRD-K24616672-003-20-1, F2173-0901, 4-Aminobenzoic acid 2-(diethylamino) ethyl ester;Novocaine, 4-aminobenzoic acid 2-(diethylamino)ethyl ester;hydrochloride, BENZOIC ACID,4-AMINO,2-DIETHYLAMINOETHYL ESTER   PROCAIN BASE, InChI=1/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H
Theoretical properties:
molecular_formula: C13H20N2O2
molecular_weight: 236.31 g/mol
exact_mass: 236.152477885 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 7
heavy_atom_count: 17
topological_polar_surface_area: 55.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Anhydrous plates, tables from ligroin or ether
color: Anhydrous plates, tables from ligroin or ether
Descriptions:
{"pubchem": "Procaine is a benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol. It has a role as a central nervous system depressant, a local anaesthetic, a peripheral nervous system drug and a drug allergen. It is a benzoate ester, a substituted aniline and a tertiary amino compound. It is functionally related to a 4-aminobenzoic acid and a 2-diethylaminoethanol. It is a conjugate base of a procaine(1+).", "chebi": "A benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol.", "chembl": "PROCAINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Procaine is a local anesthetic drug of the amino ester group. It is most commonly used in dental procedures to numb the area around a tooth and is also used to reduce the pain of intramuscular injection of penicillin. Owing to the ubiquity of the trade name Novocain (without the \"e\" in the original German patent) or Novocaine (with the \"e\" in the US patent), in some regions, procaine is referred to generically as novocaine. It acts mainly as a sodium channel blocker. Today, it is used therapeutically in some countries due to its sympatholytic, anti-inflammatory, perfusion-enhancing, and mood-enhancing effects.\nProcaine was first synthesized in 1905, shortly after amylocaine. It was created by the chemist Alfred Einhorn who gave the chemical the trade name Novocain, from the Latin nov- (meaning \"new\") and -caine, a common ending for alkaloids used as anesthetics. It was introduced into medical use by surgeon Heinrich Braun.\nPrior to the discovery of amylocaine and procaine, cocaine was a commonly used local anesthetic. Einhorn wished his new discovery to be used for amputations, but for this surgeons preferred general anesthesia. Dentists, however, found it very useful."}