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7231-31-4,MFCD01693435
Catalog No.:AA005U6Z

7231-31-4 | 3-Propyl-1H-pyrazole

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100mg
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250mg
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1g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA005U6Z
Chemical Name:
3-Propyl-1H-pyrazole
CAS Number:
7231-31-4
Molecular Formula:
C6H10N2
Molecular Weight:
110.1570
MDL Number:
MFCD01693435
SMILES:
CCCc1cc[nH]n1
Properties
Properties
 
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
63.5  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
1.4  

Downstream Synthesis Route

[1]Nesmejanowetal.[IzvestiyaAkademiiNaukSSSR,SeriyaKhimicheskaya,1950,p.350,355][Chem.Abstr.,1951,p.1585]Kosugeetal.[YakugakuZasshi/JournalofthePharmaceuticalSocietyofJapan,1954,vol.74,p.819][Chem.Abstr.,1955,p.10273]

1-hydroxy-hex-1-en-3-one 
  7231-31-4 

[1]v.Auwers;Cauer[ChemischeBerichte,1928,vol.61,p.2406,2410][JournalfuerPraktischeChemie(Leipzig),1930,vol.<2>126,p.150,164]

[1]Noyceetal.[JournalofOrganicChemistry,1955,vol.20,p.1681,1682]

[2]Noyceetal.[JournalofOrganicChemistry,1955,vol.20,p.1681,1682]

[1]Takahashi,Kazumasa;Suzuki,Akira;Ogura,Katsuyuki;Iida,Hirotada[Heterocycles,1986,vol.24,#4,p.1075-1078]

[2]Takahashi,Kazumasa;Suzuki,Akira;Ogura,Katsuyuki;Iida,Hirotada[Heterocycles,1986,vol.24,#4,p.1075-1078]

[3]Takahashi,Kazumasa;Suzuki,Akira;Ogura,Katsuyuki;Iida,Hirotada[Heterocycles,1986,vol.24,#4,p.1075-1078]

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Title: Age-dependent reductions in mitochondrial respiration are exacerbated by calcium in the female rat heart.

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Title: Estradiol modulates effort-based decision making in female rats.

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Title: Rapid effects of estrogen receptor α and β selective agonists on learning and dendritic spines in female mice.

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Title: Estradiol and ERβ agonists enhance recognition memory, and DPN, an ERβ agonist, alters brain monoamines.

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Title: 17β-estradiol inhibits the production of infectious particles of hepatitis C virus.

Journal: Microbiology and immunology 20101101

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Journal: The Journal of steroid biochemistry and molecular biology 20101001

Title: 17beta-estradiol mediated protection against vascular leak after hemorrhagic shock: role of estrogen receptors and apoptotic signaling.

Journal: Shock (Augusta, Ga.) 20100901

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Journal: Cytokine 20100801

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Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20100701

Title: PI3K modulates estrogen-dependent facilitation of colon-to-urethra cross-organ reflex sensitization in ovariectomized female rats.

Journal: Journal of neurochemistry 20100401

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Journal: Molecular and cellular endocrinology 20100115

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Title: Genome-wide dynamics of chromatin binding of estrogen receptors alpha and beta: mutual restriction and competitive site selection.

Journal: Molecular endocrinology (Baltimore, Md.) 20100101

Title: Estrogenic hormone modulation abrogates changes in red blood cell deformability and neutrophil activation in trauma hemorrhagic shock.

Journal: The Journal of trauma 20100101

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Journal: PloS one 20100101

Title: Estrogen modulates sexually dimorphic contextual fear extinction in rats through estrogen receptor beta.

Journal: Hippocampus 20091101

Title: Characterization of the ovarian and reproductive abnormalities in prepubertal and adult estrogen non-responsive estrogen receptor alpha knock-in (ENERKI) mice.

Journal: Steroids 20091101

Title: Activation of estrogen receptor-alpha induces gonadotroph progesterone receptor expression and action differently in young and middle-aged ovariectomized rats.

Journal: Human reproduction (Oxford, England) 20091001

Title: Functional estrogen receptors alpha and beta are expressed in normal human salivary gland epithelium and apparently mediate immunomodulatory effects.

Journal: European journal of oral sciences 20091001

Title: Effects of estrogens on sex differentiation in Japanese quail and chicken.

Journal: General and comparative endocrinology 20090901

Title: Chronic treatment with estrogen receptor agonists restores acquisition of a spatial learning task in young ovariectomized rats.

Journal: Hormones and behavior 20090901

Title: Effects of estrogens and progesterone on the synaptic organization of the hypothalamic ventromedial nucleus.

Journal: Neuroscience 20090818

Title: Estrogen receptor alpha supports cardiomyocytes indirectly through post-infarct cardiac c-kit+ cells.

Journal: Journal of molecular and cellular cardiology 20090701

Title: Estrogen-dependent and -independent estrogen receptor-alpha signaling separately regulate male fertility.

Journal: Endocrinology 20090601

Title: Divergent effects of estradiol and the estrogen receptor-alpha agonist PPT on eating and activation of PVN CRH neurons in ovariectomized rats and mice.

Journal: Brain research 20090501

Title: Endothelium-independent vasorelaxation by the selective alpha estrogen receptor agonist propyl pyrazole triol in rat aortic smooth muscle.

Journal: The Journal of pharmacy and pharmacology 20090501

Title: Impact of neonatal exposure to the ERalpha agonist PPT, bisphenol-A or phytoestrogens on hypothalamic kisspeptin fiber density in male and female rats.

Journal: Neurotoxicology 20090501

Title: Estrogen receptor-beta agonist diarylpropionitrile: biological activities of R- and S-enantiomers on behavior and hormonal response to stress.

Journal: Endocrinology 20090401

Title: Estrogen impairs glucocorticoid dependent negative feedback on the hypothalamic-pituitary-adrenal axis via estrogen receptor alpha within the hypothalamus.

Journal: Neuroscience 20090317

Title: No effect of different estrogen receptor ligands on cognition in adult female monkeys.

Journal: Physiology & behavior 20090302

Title: Estradiol after cardiac arrest and cardiopulmonary resuscitation is neuroprotective and mediated through estrogen receptor-beta.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20090201

Title: Systemic administration of diarylpropionitrile (DPN) or phytoestrogens does not affect anxiety-related behaviors in gonadally intact male rats.

Journal: Hormones and behavior 20090201

Title: Rapid estrogen receptor-alpha activation improves ischemic tolerance in aged female rats through a novel protein kinase C epsilon-dependent mechanism.

Journal: Endocrinology 20090201

Title: Distinct roles of estrogen receptor-alpha and beta in the modulation of vascular inducible nitric-oxide synthase in diabetes.

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Title: Differential effects of estrogen receptor alpha and beta specific agonists on social learning of food preferences in female mice.

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Title: ERalpha, but not ERbeta, mediates the expression of sexual behavior in the female rat.

Journal: Behavioural brain research 20080805

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Journal: Reproduction (Cambridge, England) 20080801

Title: Postovariectomy weight gain in female rats is reversed by estrogen receptor alpha agonist, propylpyrazoletriol.

Journal: American journal of obstetrics and gynecology 20080701

Title: Estrogen elicits dorsal root ganglion axon sprouting via a renin-angiotensin system.

Journal: Endocrinology 20080701

Title: The role of estrogen receptor subtypes on hepatic neutrophil accumulation following trauma-hemorrhage: direct modulation of CINC-1 production by Kupffer cells.

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Journal: Journal of the National Cancer Institute 20080604

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Journal: Endocrinology 20080601

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Journal: Endocrinology 20080501

Title: Estrogen regulates the localization and expression of calbindin-D9k in the pituitary gland of immature male rats via the ERalpha-pathway.

Journal: Molecular and cellular endocrinology 20080326

Title: Estradiol stimulates transcription of nuclear respiratory factor-1 and increases mitochondrial biogenesis.

Journal: Molecular endocrinology (Baltimore, Md.) 20080301

Title: Roles of estrogen receptor alpha and beta in modulating urothelial cell proliferation.

Journal: Endocrine-related cancer 20080301

Title: Acute dilatation to phytoestrogens and estrogen receptor subtypes expression in small arteries from women with coronary heart disease.

Journal: Atherosclerosis 20080101

Title: 17beta-Estradiol's salutary effects on splenic dendritic cell functions following trauma-hemorrhage are mediated via estrogen receptor-alpha.

Journal: Molecular immunology 20080101

Title: Novel identification of UDP-glucuronosyltransferase 1A10 as an estrogen-regulated target gene.

Journal: Steroids 20080101

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Journal: Nuclear receptor signaling 20080101

Title: Estradiol's salutary effects on keratinocytes following trauma-hemorrhage are mediated by estrogen receptor (ER)-alpha and ER-beta.

Journal: Molecular medicine (Cambridge, Mass.) 20080101

Title: Selective activation of estrogen receptor alpha in Japanese quail embryos affects reproductive organ differentiation but not the male sexual behavior or the parvocellular vasotocin system.

Journal: General and comparative endocrinology 20080101

Title: Acute activation of ER alpha decreases food intake, meal size, and body weight in ovariectomized rats.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20071201

Title: Oestrogen mediates the growth of human thyroid carcinoma cells via an oestrogen receptor-ERK pathway.

Journal: Cell proliferation 20071201

Title: Functional characterization of estrogen receptor subtypes, ERalpha and ERbeta, mediating vitellogenin production in the liver of rainbow trout.

Journal: Toxicology and applied pharmacology 20071015

Title: Estrogens and progestins enhance spatial learning of intact and ovariectomized rats in the object placement task.

Journal: Neurobiology of learning and memory 20070901

Title: Estrogen receptor-alpha predominantly mediates the salutary effects of 17beta-estradiol on splenic macrophages following trauma-hemorrhage.

Journal: American journal of physiology. Cell physiology 20070901

Title: Differential modulation of gonadotropin secretion by selective estrogen receptor 1 and estrogen receptor 2 agonists in ovariectomized ewes.

Journal: Biology of reproduction 20070801

Title: Studies on estrogen receptor (ER) alpha and beta responses on gene regulation in peripheral blood leukocytes in vivo using selective ER agonists.

Journal: The Journal of endocrinology 20070701

Title: Estrogen inhibition of norepinephrine responsiveness is initiated at the plasma membrane of GnRH-producing GT1-7 cells.

Journal: The Journal of endocrinology 20070701

Title: Estrogen modulates TNF-alpha-induced inflammatory responses in rat aortic smooth muscle cells through estrogen receptor-beta activation.

Journal: American journal of physiology. Heart and circulatory physiology 20070601

Title: Salutary effects of 17beta-estradiol on T-cell signaling and cytokine production after trauma-hemorrhage are mediated primarily via estrogen receptor-alpha.

Journal: American journal of physiology. Cell physiology 20070601

Title: Effects of estrogen receptor subtype-selective agonists on autoimmune disease in lupus-prone NZB/NZW F1 mouse model.

Journal: Clinical immunology (Orlando, Fla.) 20070501

Title: The integrated action of oestrogen receptor isoforms and sites with progesterone receptor in the gonadotrope modulates LH secretion: evidence from tamoxifen-treated ovariectomized rats.

Journal: The Journal of endocrinology 20070401

Title: Neurosteroid estradiol rescues ischemia-induced deficit in the long-term potentiation of rat hippocampal CA1 neurons.

Journal: Neuropharmacology 20070301

Title: Insulin-like growth factor binding proteins IGFBP3, IGFBP4, and IGFBP5 predict endocrine responsiveness in patients with ovarian cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20070301

Title: Administration of estrogen receptor beta-specific selective estrogen receptor modulators to the hippocampus decrease anxiety and depressive behavior of ovariectomized rats.

Journal: Pharmacology, biochemistry, and behavior 20070201

Title: Rapid modulation of long-term depression and spinogenesis via synaptic estrogen receptors in hippocampal principal neurons.

Journal: Journal of neurochemistry 20070201

Title: Tissue compartment-specific role of estrogen receptor subtypes in immune cell cytokine production following trauma-hemorrhage.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20070101

Title: Inhibition of neointima formation by local delivery of estrogen receptor alpha and beta specific agonists.

Journal: Cardiovascular research 20070101

Title: 17beta-Estradiol modulates vasoconstriction induced by endothelin-1 following trauma-hemorrhage.

Journal: American journal of physiology. Heart and circulatory physiology 20070101

Title: Comparison between basal and apical dendritic spines in estrogen-induced rapid spinogenesis of CA1 principal neurons in the adult hippocampus.

Journal: Biochemical and biophysical research communications 20061215

Title: The expression of Hedgehog genes (Ihh, Dhh) and Hedgehog target genes (Ptc1, Gli1, Coup-TfII) is affected by estrogenic stimuli in the uterus of immature female rats.

Journal: Toxicology and applied pharmacology 20061215

Title: Indole-3-carbinol selectively uncouples expression and activity of estrogen receptor subtypes in human breast cancer cells.

Journal: Molecular endocrinology (Baltimore, Md.) 20061201

Title: Estrogen receptor alpha regulates insulin sensitivity through IRS-1 tyrosine phosphorylation in mature 3T3-L1 adipocytes.

Journal: Endocrine journal 20061201

Title: Both estrogen receptor alpha and estrogen receptor beta agonists enhance cell proliferation in the dentate gyrus of adult female rats.

Journal: Neuroscience 20060915

Title: The expression of aromatase in gonadotropes is regulated by estradiol and gonadotropin-releasing hormone in a manner that differs from the regulation of luteinizing hormone.

Journal: Endocrinology 20060901

Title: Effects of estrogen receptor subtype-selective agonists on immune functions in ovariectomized mice.

Journal: International immunopharmacology 20060901

Title: Upregulation of mitochondrial respiratory complex IV by estrogen receptor-beta is critical for inhibiting mitochondrial apoptotic signaling and restoring cardiac functions following trauma-hemorrhage.

Journal: Journal of molecular and cellular cardiology 20060901

Title: Development of a mouse model of mammary gland versus uterus tissue selectivity using estrogen- and progesterone-regulated gene markers.

Journal: The Journal of steroid biochemistry and molecular biology 20060901

Title: Kupffer cells and their mediators: the culprits in producing distant organ damage after trauma-hemorrhage.

Journal: The American journal of pathology 20060901

Title: 17 beta-estradiol administration following trauma-hemorrhage prevents the increase in Kupffer cell cytokine production and MAPK activation predominately via estrogen receptor-alpha.

Journal: Surgery 20060801

Title: Ovarian steroids enhance object recognition in naturally cycling and ovariectomized, hormone-primed rats.

Journal: Neurobiology of learning and memory 20060701

Title: Treatment with an estrogen receptor alpha ligand is neuroprotective in experimental autoimmune encephalomyelitis.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20060621

Title: Are the protective effects of 17beta-estradiol on splenic macrophages and splenocytes after trauma-hemorrhage mediated via estrogen-receptor (ER)-alpha or ER-beta?

Journal: Journal of leukocyte biology 20060601

Title: Knee ligament mechanical properties are not influenced by estrogen or its receptors.

Journal: American journal of physiology. Endocrinology and metabolism 20060501

Title: Salutary effects of estrogen receptor-beta agonist on lung injury after trauma-hemorrhage.

Journal: American journal of physiology. Lung cellular and molecular physiology 20060501

Title: Tissue-specific expression of estrogen receptors and their role in the regulation of neutrophil infiltration in various organs following trauma-hemorrhage.

Journal: Journal of leukocyte biology 20060501

Title: Progestin receptor expression in the developing rat brain depends upon activation of estrogen receptor alpha and not estrogen receptor beta.

Journal: Brain research 20060412

Title: ERbeta-selective SERMs produce mnemonic-enhancing effects in the inhibitory avoidance and water maze tasks.

Journal: Neurobiology of learning and memory 20060301

Title: Gonadotropin-secreting cells in ovariectomized rats treated with different oestrogen receptor ligands: a modulatory role for ERbeta in the gonadotrope?

Journal: The Journal of endocrinology 20060201

Title: 17beta-estradiol induces apoptosis in the developing rodent prostate independently of ERalpha or ERbeta.

Journal: Endocrinology 20060101

Title: Mechanism of cardioprotection following trauma-hemorrhagic shock by a selective estrogen receptor-beta agonist: up-regulation of cardiac heat shock factor-1 and heat shock proteins.

Journal: Journal of molecular and cellular cardiology 20060101

Title: Ginsenoside 20S-protopanaxatriol (PPT) activates peroxisome proliferator-activated receptor gamma (PPARgamma) in 3T3-L1 adipocytes.

Journal: Biological & pharmaceutical bulletin 20060101

Title: The unexpected science of estrogen receptor-beta selective agonists: a new class of anti-inflammatory agents?

Journal: Nuclear receptor signaling 20060101

Title: Small artery endothelial dysfunction in postmenopausal women: in vitro function, morphology, and modification by estrogen and selective estrogen receptor modulators.

Journal: The Journal of clinical endocrinology and metabolism 20051101

Title: ERbeta-selective estrogen receptor modulators produce antianxiety behavior when administered systemically to ovariectomized rats.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20050901

Title: A nongenomic action of 17beta-estradiol as the mechanism underlying the acute suppression of secretion of luteinizing hormone.

Journal: Biology of reproduction 20050701

Title: Estrogen can act via estrogen receptor alpha and beta to protect hippocampal neurons against global ischemia-induced cell death.

Journal: Endocrinology 20050701

Title: A paradoxical inhibitory effect of oestradiol-17beta on GnRH self-priming in pituitaries from tamoxifen-treated rats.

Journal: The Journal of endocrinology 20050701

Title: The acute estrogenic dilation of rat aorta is mediated solely by selective estrogen receptor-alpha agonists and is abolished by estrogen deprivation.

Journal: The Journal of pharmacology and experimental therapeutics 20050601

Title: Neuroprotective properties of selective estrogen receptor agonists in cultured neurons.

Journal: Brain research 20050531

Title: Relaxations to oestrogen receptor subtype selective agonists in rat and mouse arteries.

Journal: European journal of pharmacology 20050418

Title: Estrogen receptor alpha pathway is involved in the regulation of Calbindin-D9k in the uterus of immature rats.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20050401

Title: Resveratrol and estradiol rapidly activate MAPK signaling through estrogen receptors alpha and beta in endothelial cells.

Journal: The Journal of biological chemistry 20050304

Title: Novel actions of estrogen receptor-beta on anxiety-related behaviors.

Journal: Endocrinology 20050201

Title: Analysis of ligand-dependent recruitment of coactivator peptides to estrogen receptor using fluorescence polarization.

Journal: Molecular endocrinology (Baltimore, Md.) 20050101

Title: Biology and physiology of Calbindin-D9k in female reproductive tissues: involvement of steroids and endocrine disruptors.

Journal: Reproductive biology and endocrinology : RB&E 20050101

Title: Effect of overexpression of estrogen receptors in osteoblasts.

Journal: In vitro cellular & developmental biology. Animal 20050101

Title: Effect of estrogen receptor agonists treatment in MPTP mice: evidence of neuroprotection by an ER alpha agonist.

Journal: Neuropharmacology 20041201

Title: Estrogen receptor-alpha agonists promote angiogenesis in human myometrial microvascular endothelial cells.

Journal: Journal of the Society for Gynecologic Investigation 20041201

Title: Neuroprotection by a selective estrogen receptor beta agonist in a mouse model of global ischemia.

Journal: American journal of physiology. Heart and circulatory physiology 20041001

Title: Endogenous estrogen receptor beta is transcriptionally active in primary ovarian cells from estrogen receptor knockout mice.

Journal: Steroids 20040901

Title: Estrogen receptor alpha, but not beta, plays a major role in 17beta-estradiol-induced murine cholesterol gallstones.

Journal: Gastroenterology 20040701

Title: Antidepressant effects of ERbeta-selective estrogen receptor modulators in the forced swim test.

Journal: Pharmacology, biochemistry, and behavior 20040701

Title: Estrogen receptor subtypes alpha and beta contribute to neuroprotection and increased Bcl-2 expression in primary hippocampal neurons.

Journal: Brain research 20040604

Title: Regulation of estrogen receptor (ER) isoform messenger RNA expression by different ER ligands in female rat pituitary.

Journal: Biology of reproduction 20040301

Title: Biological role of pituitary estrogen receptors ERalpha and ERbeta on progesterone receptor expression and action and on gonadotropin and prolactin secretion in the rat.

Journal: Neuroendocrinology 20040101

Title: Estrogen receptor alpha regulates expression of the orphan receptor small heterodimer partner.

Journal: The Journal of biological chemistry 20030919

Title: Response-specific and ligand dose-dependent modulation of estrogen receptor (ER) alpha activity by ERbeta in the uterus.

Journal: Endocrinology 20030701

Title: Global transcription profiling of estrogen activity: estrogen receptor alpha regulates gene expression in the kidney.

Journal: Endocrinology 20030201

Title: Characterization of the biological roles of the estrogen receptors, ERalpha and ERbeta, in estrogen target tissues in vivo through the use of an ERalpha-selective ligand.

Journal: Endocrinology 20021101

Title: Genome-wide identification of estrogen receptor alpha-binding sites in mouse liver.

Journal: Molecular endocrinology (Baltimore, Md.)

Title: Rapid regulation of K(ATP) channel activity by 17{beta}-estradiol in pancreatic {beta}-cells involves the estrogen receptor {beta} and the atrial natriuretic peptide receptor.

Journal: Molecular endocrinology (Baltimore, Md.)

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Tags:7231-31-4 Molecular Formula|7231-31-4 MDL|7231-31-4 SMILES|7231-31-4 3-Propyl-1H-pyrazole