Trolnitrate
Names
IUPAC name
2-[bis(2-nitrooxyethyl)amino]ethyl nitrate
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard
100.027.615
UNII
InChI=1S/C6H12N4O9/c11-8(12)17-4-1-7(2-5-18-9(13)14)3-6-19-10(15)16/h1-6H2
Y Key: HWKQNAWCHQMZHK-UHFFFAOYSA-N
Y
C(CO[N+](=O)[O-])N(CCO[N+](=O)[O-])CCO[N+](=O)[O-]
Properties
Chemical formula
C6 H12 N4 O9
Molar mass
284.18 g/mol
Pharmacology
ATC code
C01DA09 (WHO )
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Trolnitrate (triethanolamine trinitrate , commonly used in the form of biphosphate salt also known as metamine) is an organic nitrate with vasodilator activity that is used to prevent or ameliorate attacks of angina pectoris.[ 1] Trolnitrate dilates the coronary vessels because of its basic action as a smooth muscle depressant, just as do nitroglycerin and other organic nitrates.[ 2]
References [ edit ]
Vasodilators used in cardiac diseases (C01D)
Nitrovasodilators
Nitroglycerin #
Isosorbide dinitrate #
Isosorbide mononitrate
Itramin tosilate
Linsidomine
Molsidomine
Nicorandil
Pentaerythritol tetranitrate
Propatylnitrate
Tenitramine
Trolnitrate
Quinolone vasodilators Others
Benziodarone
Carbocromen
Cinepazet
Cloridarol
Dilazep
Efloxate
Etafenone
Gapicomine
Heptaminol
Hexobendine
Imolamine
Levosimendan
Nesiritide
Nicorandil
Oxyfedrine
Pimobendan
Prenylamine
Serelaxin
Trapidil
Vericiguat
# WHO-EM
‡ Withdrawn from market
Clinical trials:
† Phase III
§ Never to phase III
Nitric oxide signaling modulators
Forms
Nitroxyl anion (NO− ; oxonitrate(1-), hyponitrite anion)
Nitric oxide (NO⋅ ; nitrogen monoxide)
Nitrosonium (NO+ ; nitrosyl cation)
Targets
sGC
Activators/stimulators: Ataciguat
BAY 41-2272
BAY 41-8543
BAY 60-4552
BI-703704
Cinaciguat (BAY 58-2667)
GSK-2181236A
Praliciguat
Riociguat
Vericiguat
NO donors(prodrugs)
Nitrates: Diethylene glycol dinitrate (DEGDN)
Erythritol tetranitrate (ETN)
Ethylene glycol dinitrate (EGDN; nitroglycol)
Isosorbide mononitrate (ISMN)
Isosorbide dinitrate (ISDN)
Itramin tosilate
Mannitol hexanitrate
Naproxcinod (nitronaproxen; AZD-3582, HCT-3012)
NCX-466
NCX-2216
NCX-4016
NCX 4040
NCX-4215
Nicorandil
Nipradilol (K-351)
Nitrate (NO− 3 )
Nitroatorvastatin (NCX-6560)
Nitroflurbiprofen (HCT-1026)
Nitrofluvastatin
Nitroglycerin (glyceryl trinitrate (GTN))
Nitropravastatin (NCX-6550)
Pentaerithrityl tetranitrate (PETN)
Propatylnitrate
Propylene glycol dinitrate (PGDN)
Sodium trioxodinitrate (Angeli's salt)
Tenitramine
Trolnitrate
Nitroso compounds/nitrites: Nitrite (NO− 2 ); O-Nitroso compounds (alkyl nitrites): Amyl nitrite (isoamyl nitrite, isopentyl nitrite)
Cyclohexyl nitrite
Ethyl nitrite
Hexyl nitrite
Isobutyl nitrite (2-methylpropyl nitrite)
Isopropyl nitrite
Methyl nitrite
n -Butyl nitrite
Pentyl nitrite
tert -Butyl nitrite; S-Nitroso compounds (thionitrites): LA810
S-Nitrosoalbumin (SNALB)
S-Nitrosated AR545C
S-Nitroso-N-acetylcysteine (SNAC)
S-Nitroso-N-acetylpenicillamine (SNAP)
S-Nitroso-N-valerylpenicillamine (SNVP)
S-Nitrosocaptopril (SNO-Cap)
S-Nitrosocysteine (SNC, CysNO, SNO-Cys)
S-Nitrosodiclofenac
S-Nitrosoglutathione (GSNO, SNOG)
SNO-t-PA
SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A
Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black salt
Roussin's red salt
Sodium nitroprusside (SNP)
NONOates (diazeniumdiolates): Diethylamine/NO (DEA/NO)
Diethylenetriamine/NO (DETA/NO)
GLO/NO
JS-K
Methylamine hexamethylene methylamine/NO (MAHMA/NO)
PROLI/NO
Spermine/NO (SPER/NO)
V-PYRRO/NO
Heterocyclic compounds: Furoxans: Furoxan
REC15/2739; Sydnonimines: Feprosidnine
Linsidomine (SIN-1)
Molsidomine (SIN-10)
Sydnonimine
Unsorted: Cimlanod
FK-409
FR144220
FR146881
N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide
Enzyme(inhibitors)
NOS
nNOS
3-Bromo-7-nitroindazole
3-Chloroindazole
3-Chloro-5-nitroindazole
5-Nitroindazole
6-Nitroindazole
7-Nitroindazole
A-84643
Aminoguanidine (pimagedine)
ARL-17477
Indazole
N5 -(1-Iminoethyl)-L-ornithine (L -NIO)
Nω -Methyl-L -arginine (L -NMA)
Nω -Propyl-L -arginine (L -NPA)
Nitroarginine (NNA, NOARG)
Pentamidine isethionate
TRIM
iNOS
1-Amino-2-hydroxyguanidine
2-Ethylaminoguanidine
2-Iminopiperidine
1400W
AEITU
Aminoguanidine (pimagedine)
AMT
AR-C 102222
BYK-191023
Canavanine
Cindunistat (SD-6010)
EITU
IPTU
MITU
N5 -(1-Iminoethyl)-L -ornithine (L -NIO)
N6 -(1-Iminoethyl)-L -lysine (L -NIL)
Nω -Methyl-L -arginine (L -NMA)
Ronopterin (VAS-203)
TRIM
eNOS
Aminoguanidine (pimagedine)
N5 -(1-Iminoethyl)-L -ornithine (L -NIO)
Nω -Methyl-L -arginine (L -NMA)
Nitroarginine (NNA, NOARG)
Unsorted
Asymmetric dimethylarginine (ADMA)
CKD-712
Guanidinoethyldisulfide (GED)
GW-273629
Indospicine
KD-7040
Nitroarginine methyl ester (NAME)
NCX-456
NXN-462
ONO-1714
VAS-2381
Arginase
ABH
Nω -Hydroxy-L -arginine (NOHA)
chlorogenic acid
ginseng
epicatechin
ornithine
norvaline
lysine
alpha aminoacids
CAMK
Others
Precursors: L -Arginine
Nω -Hydroxy-L -arginine (NOHA)
Cofactors: NADPH
FAD
FMN
Heme
BH4
CaM
O2
Ca2+
Indirect/downstream NO modulators: ACE inhibitors/AT-II receptor antagonists (e.g., captopril, losartan)
ETB receptor antagonists (e.g., bosentan)
L-Type calcium channel blockers (e.g., dihydropyridines: nifedipine)
Nebivolol (beta blocker)
PDE5 inhibitors (e.g., sildenafil)
non-selective PDE inhibitors (e.g., caffeine)
PDE9 inhibitors (e.g., paraxanthine)
cGMP preferring PDE inhibitors (e.g., sildenafil, paraxanthine, tadalafil)
Statins (e.g., simvastatin)
See also: Receptor/signaling modulators