AMYL SALICYLATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H16O3
Molecular Weight	208.2536
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCOC(=O)C1=CC=CC=C1O

InChI

InChIKey=RANVDUNFZBMTBK-UHFFFAOYSA-N

InChI=1S/C12H16O3/c1-2-3-6-9-15-12(14)10-7-4-5-8-11(10)13/h4-5,7-8,13H,2-3,6,9H2,1H3

HIDE SMILES / InChI

Molecular Formula	C12H16O3
Molecular Weight	208.2536
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Endothelium-dependent contraction induced by acetylcholine in the chicken ductus arteriosus involves cyclooxygenase-1 activation and TP receptor stimulation.	2010-09	20488253
Pharmacologic inhibition of COX-1 and COX-2 in influenza A viral infection in mice.	2010-07-15	20657653
MnSOD protects against COX1-mediated endothelial dysfunction in chronic heart failure.	2010-05	20304815
Cyclooxygenase-2 enhances alpha2beta1 integrin expression and cell migration via EP1 dependent signaling pathway in human chondrosarcoma cells.	2010-02-23	20178602
Differential involvement of COX1 and COX2 in the vasculopathy associated with the alpha-galactosidase A-knockout mouse.	2009-04	19202000
Cyclooxygenase-1 null mice show reduced neuroinflammation in response to beta-amyloid.	2009-02-11	20157512
Two isoforms of cyclooxygenase contribute to augmented endothelium-dependent contractions in femoral arteries of 1-year-old rats.	2008-02	18215347
Imbalanced synthesis of cyclooxygenase-derived thromboxane A2 and prostacyclin compromises vasomotor function of the thoracic aorta in Marfan syndrome.	2007-10	17641673
Escherichia coli lipopolysaccharides produce serotype-specific hypothermic response in biotelemetered rats.	2007-05	17272660
The calcium ionophore A23187 induces endothelium-dependent contractions in femoral arteries from rats with streptozotocin-induced diabetes.	2007-03	17245370
Post-ischaemic treatment with the cyclooxygenase-2 inhibitor nimesulide reduces blood-brain barrier disruption and leukocyte infiltration following transient focal cerebral ischaemia in rats.	2007-02	17176264
Ontogeny of chicken ductus arteriosus response to oxygen and vasoconstrictors.	2007-01	16917023
Fragrance material review on pentyl salicylate.	2007	18031885
The neuronal excitability time-dependently changes after lipopolysaccharide administration in mice: possible role of cyclooxygenase-2 induction.	2006-10	16870400
IL-1beta signaling in cat lower esophageal sphincter circular muscle.	2006-10	16645161
[The role of cyclooxygenase on angiogenesis and endothelial progenitor cell mobilization in rat ischemic myocardium].	2006-09	17217696
COX-2 contributes to the maintenance of flow-induced dilation in arterioles of eNOS-knockout mice.	2006-09	16632543
Cyclooxygenase inhibitors in urinary bladder cancer: in vitro and in vivo effects.	2006-02	16505106
Cyclooxygenase-1 inhibition shortens the duration of diazepam-induced loss of righting reflex in mice.	2006-01	16368818
Endothelium-dependent contractions occur in the aorta of wild-type and COX2-/- knockout but not COX1-/- knockout mice.	2005-12	16306799
Nobiletin, a citrus flavonoid, down-regulates matrix metalloproteinase-7 (matrilysin) expression in HT-29 human colorectal cancer cells.	2005-02	15725655
Formation of 8-isoprostaglandin F2alpha and prostaglandin E2 in carrageenan-induced air pouch model in rats.	2004-12-15	15588740
Endothelium-dependent contractions to acetylcholine, ATP and the calcium ionophore A 23187 in aortas from spontaneously hypertensive and normotensive rats.	2004-06	15147283
The balloon catheter induces an increase in contralateral carotid artery reactivity to angiotensin II and phenylephrine.	2004-05	15037520
Effects of valeryl salicylate, a COX-1 inhibitor, on models of acute inflammation in mice.	2003-11	12967587
Assessment of the relative contribution of COX-1 and COX-2 isoforms to ischemia-induced oxidative damage and neurodegeneration following transient global cerebral ischemia.	2003-08	12859668
Opportunistic out-crossing in Nicotiana attenuata (Solanaceae), a predominantly self-fertilizing native tobacco.	2003-07-16	12866951
Inhibitors of cyclooxygenase-2, but not cyclooxygenase-1 provide structural and functional protection against quinolinic acid-induced neurodegeneration.	2003-07	12676885
ChTX induces oscillatory contraction in guinea pig trachea: role of cyclooxygenase-2 and PGE2.	2003-06	12562560
Study of the mechanisms involved in the bradykinin-induced contraction of the pig iris sphincter muscle in vitro.	2003-01-01	12498923
Role of cyclooxygenase 2, p38 and p42/44 MAPK in the secretion of prostacyclin induced by epidermal growth factor, endothelin-1 and angiotensin II in rat ventricular cardiomyocytes.	2003-01	12623302
A diffusible substance(s) mediates endothelium-dependent contractions in the aorta of SHR.	2003-01	12511544
Specific potentiation of endothelium-dependent contractions in SHR by tetrahydrobiopterin.	2003-01	12511543
Hypoxic induction of cox-2 regulates proliferation of human pulmonary artery smooth muscle cells.	2002-12	12444028
Oxidative stress and cyclooxygenase-2 induction mediate cyanide-induced apoptosis of cortical cells.	2002-11-15	12460737
TNF-related apoptosis-inducing ligand (TRAIL) up-regulates cyclooxygenase (COX)-1 activity and PGE(2) production in cells of the myeloid lineage.	2002-11	12429721
Estrogen replacement reduces PGHS-2-dependent vasoconstriction in the aged rat.	2002-09	12181116
Dopamine D(2) receptor-induced COX-2-mediated production of prostaglandin E(2) in D(2)-transfected Chinese hamster ovary cells without simultaneous administration of a Ca(2+)-mobilizing agent.	2002-06-15	12110374
Effects of selective cyclooxygenase enzyme inhibitors on lipopolysaccharide-induced dual thermoregulatory changes in rats.	2002-01-15	11849824
Effect of estrogen on flow-induced dilation in NO deficiency: role of prostaglandins and EDHF.	2001-12	11717219
Cyclooxygenase inhibitors retard murine mammary tumor progression by reducing tumor cell migration, invasiveness and angiogenesis.	2001-08-15	11477553
Immunohistochemical and functional correlations of renal cyclooxygenase-2 in experimental diabetes.	2001-04	11285308
Role of PGE(2) in protease-activated receptor-1, -2 and -4 mediated relaxation in the mouse isolated trachea.	2001-01	11156565

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:00:29 GMT 2025` Edited by `admin` on `Mon Mar 31 18:00:29 GMT 2025`
Record UNII	VZO9C30208
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMYL SALICYLATE

Official Name

English

NSC-403668

Preferred Name

English

PENTYL 2-HYDROXYBENZOATE

Systematic Name

English

NSC-46125

Code

English

2-HYDROXYBENZOIC ACID, PENTYL ESTER

Common Name

English

NSC-44877

Code

English

Amyl salicylate [WHO-DD]

Common Name

English

PENTYL SALICYLATE

Systematic Name

English

SALICYLIC ACID, PENTYL ESTER

Common Name

English

Classification Tree Code System Code

EC SCIENTIFIC COMMITTEE ON CONSUMER SAFETY OPINION

SCCS/1459/11