Altoqualine

Altoqualine
Names

IUPAC name (3S)-7-Amino-4,5,6-triethoxy-3-[(1R)-6,7,8-trimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]-3H-2-benzofuran-1-one
Other names 458 L
Identifiers
CAS Registry Number	121029-11-6
ChEMBL	ChEMBL2104645
ChemSpider	2301104
InChI InChI=1S/C27H36N2O8/c1-8-34-24-18-17(19(28)25(35-9-2)26(24)36-10-3)27(30)37-22(18)20-16-14(11-12-29(20)4)13-15(31-5)21(32-6)23(16)33-7/h13,20,22H,8-12,28H2,1-7H3/t20-,22+/m1/s1 Key: FPSZSEINEGCRIJ-IRLDBZIGSA-N InChI=1/C27H36N2O8/c1-8-34-24-18-17(19(28)25(35-9-2)26(24)36-10-3)27(30)37-22(18)20-16-14(11-12-29(20)4)13-15(31-5)21(32-6)23(16)33-7/h13,20,22H,8-12,28H2,1-7H3/t20-,22+/m1/s1 Key: FPSZSEINEGCRIJ-IRLDBZIGBP
Jmol-3D images	Image
PubChem	3037346
SMILES CCOC1=C(C(=C(C2=C1[C@H](OC2=O)[C@H]3C4=C(C(=C(C=C4CCN3C)OC)OC)OC)N)OCC)OCC
Properties
Molecular formula	C₂₇H₃₆N₂O₈
Molar mass	516.58 g·mol⁻¹
Melting point	144 °C (291 °F; 417 K)^[1]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Altoqualine is an isoquinoline once studied for its potential use as an antihistamine and antiallergic,^[1]^[2]^[3] but it was never a marketed drug. It is an inhibitor of histidine decarboxylase.^[2]

References

↑ 1.0 1.1 C.R. Ganellin, David J. Triggle (Nov 21, 1996). Dictionary of Pharmacological Agents, 1–2. CRC Press. p. 58.
↑ 2.0 2.1 Lallouette P; Mordelet-Dambrine M; Treize G; N'Guyen V T; Dubois A M; Parrot J L (1981). "Pharmacological approach of a new isoquinoline derivative (458 L)". Agents and actions 11 (1–2): 41–43. doi:10.1007/BF01991453. PMID 7195643.
↑ Bargnoux H; Kantelip J P; Bastide M; Duchene-Marullaz P; Boyer R; Lallouette P; Petit J; Berger J A (1990). "Pharmacokinetic study of a new benzyl-1 isoquinoline derivative (458 L) after oral administration in men". Therapie 45 (1): 7–11. PMID 1971461.