NITROPRUSSIDE

Details

Stereochemistry
Molecular Formula	5CN.Fe.NO
Molecular Weight	215.938
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	-2

SHOW SMILES / InChI

Structure Search

SMILES

[Fe++].[C-]#N.[C-]#N.[C-]#N.[C-]#N.[C-]#N.N#[O+]

InChI

InChIKey=YEESUBCSWGVPCE-UHFFFAOYSA-N

InChI=1S/5CN.Fe.NO/c5*1-2;;1-2/q5*-1;+2;+1

HIDE SMILES / InChI

Description
Sources: https://www.drugs.com/pro/sodium-nitroprusside.html | https://www.ncbi.nlm.nih.gov/pubmed/7598246

Nitroprusside is a medication which is used to lower blood pressure. It is comprised of a ferrous ion complexed with five cyanide and one nitrosyl group. Upon intravenous infusion, nitroprusside interacts with oxyhemoglobin and dissociates, releasing cyanide and nitric oxide, which act as a powerful vasodilating agent. Sodium nitroprusside was approved by the FDA in 1974 and is indicated for the immediate reduction of blood pressure of adult and pediatric patients in hypertensive crises. Sodium Nitroprusside injection is also indicated for producing controlled hypotension in order to reduce bleeding during surgery, and for the treatment of acute congestive heart failure.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Hypertensive crises 4 Sources: https://www.drugs.com/pro/sodium-nitroprusside.html#s-34067-9	Primary		Approved 8360	NIPRIDE Approved Use Sodium Nitroprusside injection is indicated for the immediate reduction of blood pressure of adult and pediatric patients in hypertensive crises. Concomitant longer-acting antihypertensive medication should be administered so that the duration of treatment with Sodium Nitroprusside can be minimized. Sodium Nitroprusside injection is also indicated for producing controlled hypotension in order to reduce bleeding during surgery. Sodium Nitroprusside injection is also indicated for the treatment of acute congestive heart failure. Launch Date 1.50076801E11
Heart failure 87 Sources: https://www.drugs.com/pro/sodium-nitroprusside.html#s-34067-9	Primary		Approved 8360	NIPRIDE Approved Use Sodium Nitroprusside injection is indicated for the immediate reduction of blood pressure of adult and pediatric patients in hypertensive crises. Concomitant longer-acting antihypertensive medication should be administered so that the duration of treatment with Sodium Nitroprusside can be minimized. Sodium Nitroprusside injection is also indicated for producing controlled hypotension in order to reduce bleeding during surgery. Sodium Nitroprusside injection is also indicated for the treatment of acute congestive heart failure. Launch Date 1.50076801E11

T_1/2

Value	Dose	Co-administered	Analyte	Population
2 min REVIEW https://pubmed.ncbi.nlm.nih.gov/6375932/	single, intravenous		NITROPRUSSIDE plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
P-gp 1437 MRP2 367 K+ channels 56 Ca2+ channels 41		OCT1 21

Drug as perpetrator

Target	Modality	Activity
K+ channels 56	inhibitor 3240 Sources: https://www.sciencedirect.com/science/article/abs/pii/S001429990800616X Page: abstract	no
Ca2+ channels 44	inhibitor 3240 Sources: https://link.springer.com/article/10.1007/BF00497774 Page: abstract	yes
MRP2 459	inhibitor 3240 Sources: https://www.ingentaconnect.com/content/ben/dml/2011/00000005/00000001/art00009 Page: abstract	yes
OCT1 523	inducer 1542 Sources: https://www.sciencedirect.com/science/article/abs/pii/S1056871913002578 Page: abstract	yes
P-gp 1626	inhibitor 3240 Sources: https://www.nature.com/articles/aps201225 Page: abstract	yes

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:7596	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:7596
eMolecules	10397191	https://www.emolecules.com/cgi-bin/more?vid=10397191

PubMed

Title	Date	PubMed
Venodilator effects of adenosine triphosphate and sodium nitroprusside; comparisons during controlled hypotension.	1987 Sep 1	15235850
Features of the acute hypotensive action of carvedilol and its ameliorating effect on myocardial ischemia.	1991	1721975
Blood pressure, pulse, and neurohumoral responses to nitroprusside-induced hypotension in normotensive aging men.	1991 Jul	1677019
Comparative cardiovascular effects of SNP, ATP and phentolamine during norepinephrine-induced hypertension in dogs.	1991 Oct	15278610
Effect of hypotension and hyperosmolality on vasopressin and ACTH responses to hypoglycemia in conscious dogs.	1992 Aug	1324617
Bradykinin-induced activation of nociceptors: receptor and mechanistic studies on the neonatal rat spinal cord-tail preparation in vitro.	1992 Dec	1334751
Cardiovascular function during induced hypotension by fenoldopam or sodium nitroprusside in anesthetized dogs.	1992 Jan	1346487
Temporary blindness due to sodium nitroprusside overdosage in a postoperative patient: an unusual adverse effect.	1992 Jun	1628477
Inhibition of inducible nitric oxide synthase in the human intestinal epithelial cell line, DLD-1, by the inducers of heme oxygenase 1, bismuth salts, heme, and nitric oxide donors.	2000 Dec	11076874
NO-dependent vasorelaxation is impaired after gene transfer of inducible NO-synthase.	2001 Aug	11498454
Comparison of the effects of nitric oxide, nitroprusside, and nifedipine on hemodynamics and right ventricular contractility in patients with chronic pulmonary hypertension.	2001 Jan	11157594
Catalepsy and hypolocomotion induced by a nitric oxide donor: attenuation by theophylline.	2001 Nov 30	11734184
Short-term histopathologic effects of different intracavernosal agents on corpus cavernosum and antifibrotic activity of intracavernosal verapamil: an experimental study.	2001 Sep	11549511
Stimulus-dependence of NO-mediated neuronal activation: a Fos expression study in the hippocampus and cortex of lactating rats.	2001 Sep 17	11588591
Serotonin(3) receptor stimulation in the nucleus tractus solitarii activates non-catecholaminergic neurons in the rat ventrolateral medulla.	2002	12088752
Hypotension-induced dopamine release in prefrontal cortex is mediated by local glutamatergic projections at the level of nerve terminals.	2002 Apr	12064475
Acute sympathoexcitatory action of angiotensin II in conscious baroreceptor-denervated rats.	2002 Aug	12121858
Neurochemistry of nerve fibers apposing sympathetic preganglionic neurons activated by sustained hypotension.	2002 Aug 5	12115667
Elevated vascular resistance after labetalol during resection of a pheochromocytoma (brief report).	2002 Feb	11823392
Myocardial tissue oxygen during coronary artery constriction and hypotension in dogs.	2002 Jul	12059896
Sodium nitroprusside-induced, but not desflurane-induced, hypotension decreases myocardial tissue oxygenation in dogs anesthetized with 8% desflurane.	2002 Jun	12073197
Increased baroreceptor response in mice deficient in monoamine oxidase A and B.	2002 Mar	11834493
Ginkgolide A, B, and huperzine A inhibit nitric oxide-induced neurotoxicity.	2002 Oct	12433056
Withdrawal reveals lack of effect of prolonged antihypertensive treatment on intrinsic aortic wall stiffness in senescent spontaneously hypertensive rats.	2002 Oct	12207569
Internal thoracic artery flow competition: studies in a canine H-graft model.	2003 Jan	12493505
A-350619: a novel activator of soluble guanylyl cyclase.	2003 Jan 17	12495780
Cocaine- and amphetamine-regulated transcript is present in hypothalamic neuroendocrine neurones and is released to the hypothalamic-pituitary portal circuit.	2003 Mar	12588509
Differential toxicity of nitric oxide, aluminum, and amyloid beta-peptide in SN56 cholinergic cells from mouse septum.	2003 Mar	12470706
Relationships and distinctions in iron-regulatory networks responding to interrelated signals.	2003 May 1	12393473
Receptor activity modifying protein 2 distribution in the rat central nervous system and regulation by changes in blood pressure.	2003 Sep	12899678
Esmolol attenuates hepatic blood flow responses during sodium nitroprusside-induced hypotension in dogs.	2004 Apr	15064263
Nitric oxide donor sodium nitroprusside dilates rat small arteries by activation of inward rectifier potassium channels.	2004 Apr	14993195
Intrapericardial delivery enhances cardiac effects of sotalol and atenolol.	2004 Jul	15175557
Effects of TNF-alpha and IFN-gamma on nitric oxide-induced neurotoxicity in the mouse brain.	2004 Jun 1	15153526
Down-regulation of survivin in nitric oxide-induced cell growth inhibition and apoptosis of the human lung carcinoma cells.	2004 May 7	14988404
The inhibitory effect of sodium nitroprusside on HIF-1 activation is not dependent on nitric oxide-soluble guanylyl cyclase pathway.	2004 Nov 5	15465035
Regulation of cytoplasmic stress granules by apoptosis-inducing factor.	2004 Sep 1	15316071
Intracavernous sodium nitroprusside (SNP) versus papaverine/phentolamine in erectile dysfunction: a comparative study of short-term efficacy and side-effects.	2005 Jan	16422914
Dynamic beat-to-beat modeling of the QT-RR interval relationship: analysis of QT prolongation during alterations of autonomic state versus human ether a-go-go-related gene inhibition.	2005 Jan	15306635
Effect of nitric oxide on mitogen-activated protein kinases in neonatal pulmonary vascular smooth muscle.	2005 Sep-Oct	16389725
NMDA receptor-nitric oxide transmission mediates neuronal iron homeostasis via the GTPase Dexras1.	2006 Aug 17	16908409
Hypoxia-mimetic agents desferrioxamine and cobalt chloride induce leukemic cell apoptosis through different hypoxia-inducible factor-1alpha independent mechanisms.	2006 Jan	16374551
Iron released by sodium nitroprusside contributes to heme oxygenase-1 induction via the cAMP-protein kinase A-mitogen-activated protein kinase pathway in RAW 264.7 cells.	2006 May	16439612
S-nitrosylation of Bcl-2 inhibits its ubiquitin-proteasomal degradation. A novel antiapoptotic mechanism that suppresses apoptosis.	2006 Nov 10	16980304
Ablation of NK1 receptor bearing neurons in the nucleus of the solitary tract blunts cardiovascular reflexes in awake rats.	2006 Nov 13	16982039
Acrylamide analog as a novel nitric oxide-independent soluble guanylyl cyclase activator.	2006 Oct	17050951
Cytotoxicity of nitric oxide is alleviated by zinc-mediated expression of antioxidant genes.	2006 Oct	17018880
Phenotype-dependent susceptibility of cholinergic neuroblastoma cells to neurotoxic inputs.	2006 Sep	16724269
Melittin inhibits inflammatory target gene expression and mediator generation via interaction with IkappaB kinase.	2007 Jan 15	17067557
Compromised aortic vasoreactivity in male estrogen receptor-alpha-deficient mice during acute lipopolysaccharide-induced inflammation.	2007 Mar	17158209

Name

Type

Language

NITROPRUSSIDE

Common Name

English

FERRATE(2-), PENTAKIS(CYANO-C)NITROSYL-, (OC-6-22)-

Common Name

English

Nitroprusside [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29707