Compound: Dulcin
SMILES: O=C(Nc1ccc(OCC)cc1)N
InChIKey: GGLIEWRLXDLBBF-UHFFFAOYSA-N
Synonyms: Dulcin, 150-69-6, 1-(4-Ethoxyphenyl)urea, (4-ethoxyphenyl)urea, N-(4-Ethoxyphenyl)urea, Sucrol, Valzin, p-Ethoxyphenylurea, Phenetolcarbamide, Suesstoff, Dulcine, p-Phenetolcarbamide, p-Phenetylurea, p-Phenetolecarbamide, 4-ETHOXYPHENYLUREA, Urea, (p-ethoxyphenyl)-, Phenethylcarbamid, p-Phenetolcarbamid, NCI-C02073, DTXSID9020580, 4-Ureidophenetole, (P-ETHOXYPHENYL)UREA, 8U78KF577Z, NSC-1839, DTXCID10580, RefChem:135966, 205-767-7, Dulein, p-Phenethylurea, Urea, (4-ethoxyphenyl)-, 4-Ethoxy-phenylurea, p-Aethoxyphenylharnstoff, Urea, N-(4-ethoxyphenyl)-, p-Ethoxyfenylmocovina, NSC 1839, MFCD00025431, amino-N-(4-ethoxyphenyl)amide, Phenethylcarbamid [German], p-Phenetolcarbamid [German], p-Ethoxyfenylmocovina [Czech], CCRIS 5913, p-Aethoxyphenylharnstoff [German], EINECS 205-767-7, BRN 2096445, UNII-8U78KF577Z, AI3-08931, p-Ureidophenetole, Dulcin?, HSDB 8048, 4-ethoxyphenyl urea, (4-ethoxyphenyl)-urea, DULCIN [IARC], Maybridge1_002383, Dulcin (>90%), DULCIN [MI], WLN: ZVMR DO2, 4-ETHOXYPHENYL)UREA, Oprea1_621725, 4-13-00-01154 (Beilstein Handbook Reference), MLS000056892, DivK1c_001135, SCHEMBL177957, CHEMBL1330343, UREA,(4-ETHOXYPHENYL)-, CHEBI:82462, HMS548E07, MSK2085, NSC1839, HMS2487K12, Urea, (4-ethoxyphenyl)- (9CI), Tox21_301340, BBL004546, SBB089673, STK400289, AKOS000113528, HY-W150251, PS-4228, CDS1_000095, NCGC00255360-01, CAS-150-69-6, SMR000065473, SY050777, CS-0206739, E1171, NS00021681, ST45136785, C19415, T71814, F337182, Q423302, Z56754688, F6660-3429
Theoretical properties:
molecular_formula: C9H12N2O2
molecular_weight: 180.20 g/mol
exact_mass: 180.089877630 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 13
topological_polar_surface_area: 64.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: White needle-like crystals or powder
color: White needle-like crystals or powder
boiling_point: Decomposes (NTP, 1992)
melting_point: 343 to 345 °F (NTP, 1992)
solubility: Slightly soluble (NTP, 1992)
Descriptions:
pubchem: Dulcin is a member of ureas.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Dulcin is an artificial sweetener about 250 times sweeter than sugar, discovered in 1883 by the Polish chemist Józef (Joseph) Berlinerblau (27 August 1859 – 1935). It was first mass-produced about seven years later. Although it was discovered only five years after saccharin, it never enjoyed the latter compound's market success. Nevertheless, it was an important sweetener of the early 20th century and had an advantage over saccharin in that it did not possess a bitter aftertaste.
Early medical tests marked the substance as safe for human consumption, and it was considered ideal for diabetics. However, an FDA study in 1951 raised many questions about its safety, resulting in its removal from the market in 1954 after animal testing revealed chronic toxicity. The FDA has also said that "the Federal Security Administrator regards these chemicals as poisonous substances which have no place in any food." In Japan, poisoning accidents by dulcin occurred frequently, and use of dulcin was forbidden in 1969.
Dulcin is also known by the names sucrol and valzin.