Compound: pentamidine
SMILES: O(c1ccc(C(=N)N)cc1)CCCCCOc2ccc(C(=N)N)cc2
InChIKey: XDRYMKDFEDOLFX-UHFFFAOYSA-N
Synonyms: pentamidine, 100-33-4, Pentamidina, 4,4'-(Pentamethylenedioxy)dibenzamidine, Pentamidin, Pentamidinum, 4,4'-Diamidinodiphenoxypentane, p,p'-(Pentamethylenedioxy)dibenzamidine, Pentam 300 (as isethionate), Nebupent (as isethionate), Pentacarinat (as isethionate), Benzenecarboximidamide, 4,4'-[1,5-pentanediylbis(oxy)]bis-, 1,5-bis(4-amidinophenoxy)pentane, MP-601205, NSC-9921, MB 800 FREE BASE, MB-800, MB-800 FREE BASE, 4,4'-(1,5-Pentanediylbis(oxy))bis-benzenecarboximidamide, RP-2512, RP 2512 FREE BASE, RP-2512 FREE BASE, 673LC5J4LQ, 4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide, NSC9921, MB-800 (AS ISETHIONATE), 4,4'-[1,5-Pentanediylbis(oxy)]bis-benzenecarboximidamide, Benzenecarboximidamide, 4,4'-(1,5-pentanediylbis(oxy))bis-, DTXSID7023431, CHEBI:45081, 4-((5-(4-carbamimidoylphenoxy)pentyl)oxy)benzene-1-carboximidamide, Aerosolized Pentamadine, RefChem:57387, PENTAMIDINI MESILAS, DTXCID403431, P01CX01, 202-841-0, 4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide, Pentamide, 4-[5-(4-Carbamimidoylphenoxy)pentoxy]benzenecarboximidamide, Pentamidine (INN), MFCD00599574, PNT, GNF-Pf-3680, 4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide, 4-[5-(4-carbamimidoylphenoxy)pentoxy]benzamidine, MMV000062, Pentamidina [DCIT], PENTAMIDINE [INN], Pentamidinum [INN-Latin], Pentamidine [INN:BAN:DCF], Lomidine (TN), CCRIS 3825, 4, 4'-Diamidinodiphenoxypentane, 1,3-BIS(4-AMIDINOPHENOXY)PENTANE, p,p'-(Pentamethylene-dioxy)bis-benzamidine, Nebupent (*Isethionate), NSC 9921, EINECS 202-841-0, Pentacarinat (*Isethionate), BRN 3159790, UNII-673LC5J4LQ, Pentam 300 (*Isethionate), RP 2512 (*Isethionate), HSDB 7474, 4,4'-(pentamethylenedioxy)dibenzamidine;4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide;4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide, 4,4'-(Pentamethylenedioxy)dibenzamide, Pentamidine (Standard), 4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide;2-hydroxyethanesulfonic acid, p,p'-(Pentamethylenedioxy)bis[benzamidine], CHEMBL55, PENTAMIDINE [MI], Benzamidine, 4,4'-(pentamethylenedioxy)di-, Prestwick1_000553, Prestwick2_000553, Prestwick3_000553, Spectrum2_000155, Spectrum3_000276, Spectrum4_000380, Spectrum5_001808, GlyTouCan:G05924OI, PENTAMIDINE [HSDB], 4,.omega.-diphenoxypentane, PENTAMIDINE [VANDF], SCHEMBL3329, 4,4'-Diamidino-.alpha.,.omega.-diphenoxypentane, BSPBio_000625, BSPBio_001752, KBioGR_000879, PENTAMIDINE [WHO-DD], 4-10-00-00447 (Beilstein Handbook Reference), MLS006011562, RP 2512 [as isethionate], SPBio_000290, SPBio_002546, BPBio1_000689, cid_359323, orb1305716, WLN: MUYZR DO5OR DYZUM, BDBM45440, EX-A1489A, HY-B0537R, KBio3_001252, GLXC-07790, HMS2089J14, MB 800 [AS ISETHIONATE], G05924OI, HY-B0537, EBC-02046, PR-118, AKOS015919681, DB00738, DS-1680, FP26808, SDCCGSBI-0050899.P002, Benzamidine,4'-(pentamethylenedioxy)di-, NCGC00179034-01, NCGC00179034-02, NCGC00179034-03, NCGC00179034-04, NCGC00179034-08, NCGC00179034-23, AC-12459, NCI60_042221, SMR001549987, SBI-0051570.P002, DB-315935, MP 601205, AB00053572, NS00008235, C07420, D08333, EN300-124032, AB00053572-18, AB00053572_19, AB00053572_20, Q416206, BRD-K13183738-001-01-1, BRD-K13183738-300-02-5, BRD-K13183738-317-06-0, BRD-K13183738-317-10-2, SR-01000075174-14, Benzenecarboximidamide,4'-[1,5-pentanediylbis(oxy)]bis-, 4,4'-[Pentane-1,5-diylbis(oxy)]di(benzene-1-carboximidamide), 4-[5-(4-amidinophenoxy)pentoxy]benzamidine;2-hydroxyethanesulfonic acid, 4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide;2-oxidanylethanesulfonic acid, 4,4-(pentamethylenedioxy)dibenzamidine;4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide;4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide
Theoretical properties:
molecular_formula: C19H24N4O2
molecular_weight: 340.4 g/mol
exact_mass: 340.18992602 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 10
heavy_atom_count: 25
topological_polar_surface_area: 118 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystallizes as colorless plates from water
color: Crystallizes as colorless plates from water
solubility: Complete
Descriptions:
{"pubchem": "Pentamidine is a diether consisting of pentane-1,5-diol in which both hydroxyl hydrogens have been replaced by 4-amidinophenyl groups. A trypanocidal drug that is used for treatment of cutaneous leishmaniasis and Chagas disease. It has a role as a calmodulin antagonist, a S100 calcium-binding protein B inhibitor, a xenobiotic, an antifungal agent, a trypanocidal drug, a NMDA receptor antagonist, a chemokine receptor 5 antagonist, an anti-inflammatory agent and an EC 2.3.1.48 (histone acetyltransferase) inhibitor. It is a carboxamidine, an aromatic ether and a diether. It is a conjugate base of a pentamidinium(2+).", "chebi": "A diether consisting of pentane-1,5-diol in which both hydroxyl hydrogens have been replaced by 4-amidinophenyl groups. A  trypanocidal drug that is used for treatment of cutaneous leishmaniasis and Chagas disease.", "chembl": "PENTAMIDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Pentamidine is an antimicrobial medication used to treat African trypanosomiasis, leishmaniasis, Balamuthia infections, babesiosis, and to prevent and treat pneumocystis pneumonia (PCP) in people with poor immune function. In African trypanosomiasis it is used for early disease before central nervous system involvement, as a second line option to suramin. It is an option for both visceral leishmaniasis and cutaneous leishmaniasis. Pentamidine can be given by injection into a vein or muscle or by inhalation.\nCommon side effects of the injectable form include low blood sugar, pain at the site of injection, nausea, vomiting, low blood pressure, and kidney problems. Common side effects of the inhaled form include wheezing, cough, and nausea. It is unclear if doses should be changed in those with kidney or liver problems. Pentamidine is not recommended in early pregnancy but may be used in later pregnancy. Its safety during breastfeeding is unclear. Pentamidine is in the aromatic diamidine family of medications. While the way the medication works is not entirely clear, it is believed to involve decreasing the production of DNA, RNA, and protein.\nPentamidine came into medical use in 1937. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. In regions of the world where trypanosomiasis is common pentamidine is provided for free by the World Health Organization (WHO)."}