Chemical Formula: C9H13NO2

Chemical Formula C9H13NO2

Found 151 metabolite its formula value is C9H13NO2

p-Synephrine

alpha-(4-Oxyphenyl)alpha-oxy-beta-methylaminoaethan [German]

C9H13NO2 (167.09462380000002)


Synephrine is a phenethylamine alkaloid that is 4-(2-aminoethyl)phenol substituted by a hydroxy group at position 1 and a methyl group at the amino nitrogen. It has a role as a plant metabolite and an alpha-adrenergic agonist. It is a phenethylamine alkaloid, a member of phenols and a member of ethanolamines. It is a conjugate base of a synephrinium. Synephrine, also referred to as, p-synephrine, is naturally occurring alkaloid. It is present in approved drug products as neo-synephrine, its m-substituted analog. p-synephrine and m-synephrine are known for their longer acting adrenergic effects compared to norepinephrine. The similarity of naming between m-synephrine and the unsubstituted form, synephrine, is a source of some confusion however m-synephrine refers to a related drug more commonly known as phenylephrine. While the compounds share some chemical and pharmacological similarities, they are in fact distinct chemical entities. Synephrine is a natural product found in Citrus medica, Ephedra sinica, and other organisms with data available. Sympathetic alpha-adrenergic agonist with actions like PHENYLEPHRINE. It is used as a vasoconstrictor in circulatory failure, asthma, nasal congestion, and glaucoma. Synephrine (or oxedrine) is a drug commonly used for weight loss. While its effectiveness is widely debated, synephrine has gained significant popularity as an alternative to ephedrine, a related substance which has been made illegal or restricted in many countries due to its use as a precursor in the illicit manufacture of methamphetamine. Products containing bitter orange or synephrine: suspected cardiovascular adverse reactions [citation needed]. Synephrine is derived primarily from the fruit of Citrus aurantium, a relatively small citrus tree, of which several of its more common names include Bitter Orange, Sour Orange, and Zhi shi.; There has been some confusion surrounding synephrine and phenylephrine (neosynephrine), one of its positional isomers. The chemicals are similar in structure; the only difference is the location of the aromatic hydroxyl group. In synephrine, the hydroxyl is at the para position, whereas, in neosynephrine, it is at the meta position. Each compound has differing biological properties.; p-Synephrine is an endogenous amine in plasma, in variable levels with a tendency to be higher in hypertensive patients (PMID 8255371). C - Cardiovascular system > C01 - Cardiac therapy > C01C - Cardiac stimulants excl. cardiac glycosides > C01CA - Adrenergic and dopaminergic agents A phenethylamine alkaloid that is 4-(2-aminoethyl)phenol substituted by a hydroxy group at position 1 and a methyl group at the amino nitrogen. p-Synephrine is an endogenous amine in plasma, in variable levels with a tendency to be higher in hypertensive patients (PMID 8255371). 辛弗林(Synephrine),又称为辛弗林碱或对羟福林,是一种生物碱,化学结构与肾上腺素类似。它在中药中是一种重要的活性成分,尤其在某些温热性中药中含量较高,如麻黄(Ephedra sinica)。 在中医中,辛弗林具有发汗解表、宣肺平喘、利水消肿等功效,常用于治疗感冒、哮喘、风水浮肿等症状。此外,辛弗林作为一种强效的α-受体激动剂和较弱的β-受体激动剂,也具有一定的减肥和增强代谢的效果,因此在一些减肥补充剂中也有应用。 p-Synephrine is an organic compound, found in multiple biofluids, such as urine and blood. p-Synephrine is an organic compound, found in multiple biofluids, such as urine and blood. Synephrine (Oxedrine), an alkaloid, is an α-adrenergic and β-adrenergic agonist derived from the Citrus aurantium. Synephrine is a sympathomimetic compound and can be used for weight loss[1][2]. Synephrine (Oxedrine), an alkaloid, is an α-adrenergic and β-adrenergic agonist derived from the Citrus aurantium. Synephrine is a sympathomimetic compound and can be used for weight loss[1][2]. Synephrine (Oxedrine), an alkaloid, is an α-adrenergic and β-adrenergic agonist derived from the Citrus aurantium. Synephrine is a sympathomimetic compound and can be used for weight loss[1][2].

   

3-Methoxytyramine

3-Methoxy-4-hydroxyphenylethyl amine

C9H13NO2 (167.09462380000002)


3-methoxytyramine, also known as 4-(2-amino-Ethyl)-2-methoxy-phenol or 3-O-Methyldopamine, is classified as a member of the Methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 3-methoxytyramine is considered to be slightly soluble (in water) and acidic. 3-methoxytyramine can be found primarily in human brain and most tissues tissues; and in blood, cerebrospinal fluid (csf) or urine. Within a cell, 3-methoxytyramine is primarily located in the cytoplasm The O-methylated derivative of dopamine. Dopamine is methylated by catechol-O-methyltransferase (COMT) to make 3-Methoxytyramine. This compound can be broken down to homovanillic acid by monoamine oxidase and aldehyde dehydrogenase. Elevated concentrations of this compound are indicated for a variety of brain and carcinoid tumors as well as certain mental disorders. [HMDB] COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS 3-Methoxytyramine, a well known extracellular metabolite of 3-hydroxytyramine/dopamine, is a neuromodulator.

   

Phenylephrine

(R)-3-Hydroxy-alpha-((methylamino)methyl)benzenemethanol

C9H13NO2 (167.09462380000002)


Phenylephrine is an alpha-adrenergic agonist used as a mydriatic, nasal decongestant, and cardiotonic agent (PubChem). Phenylephrine is used as a decongestant, available as an oral medicine or as a nasal spray. Phenylephrine is not the most common over-the-counter (OTC) decongestant (wikipedia). (R)-(-)-Phenylephrine is a selective α1-adrenoceptor agonist primarily used as a decongestant.

   

Metaraminol

Merck sharp and dohme brand OF metaraminol bitartrate

C9H13NO2 (167.09462380000002)


Metaraminol is only found in individuals that have used or taken this drug. It is an adrenergic agonist that acts predominantly at alpha adrenergic receptors and also stimulates the release of norepinephrine. It has been used primarily as a vasoconstrictor in the treatment of hypotension. [PubChem]Metaraminol acts through peripheral vasoconstriction by acting as a pure alpha-1 adrenergic receptor agonist, consequently increasing systemic blood pressure (both systolic & diastolic). Its effect is thought to be associated with the inhibition of adenyl cyclase which leads to an inhibition of the production of cAMP. Another effect of Metaraminol is that it releases norepinephrine from its storage sites indirectly. C - Cardiovascular system > C01 - Cardiac therapy > C01C - Cardiac stimulants excl. cardiac glycosides > C01CA - Adrenergic and dopaminergic agents D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents

   

D-synephrine

(-)-4-Hydroxy-alpha-[(methylamino)methyl]benzenemethanol

C9H13NO2 (167.09462380000002)


D-synephrine, also known as (-)-Oxedrine or (-)-Sympatol, is classified as a member of the 1-hydroxy-2-unsubstituted benzenoids. 1-hydroxy-2-unsubstituted benzenoids are phenols that a unsubstituted at the 2-position. D-synephrine is considered to be soluble (in water) and acidic KEIO_ID S058 p-Synephrine is an organic compound, found in multiple biofluids, such as urine and blood. p-Synephrine is an organic compound, found in multiple biofluids, such as urine and blood.

   

Epinine

4-[2-(Methylamino)ethyl]-1,2-benzenediol, 9ci

C9H13NO2 (167.09462380000002)


Epinine, also known as deoxyepinephrine or deoxyadrenaline, is a member of the class of compounds known as catecholamines and derivatives. These compounds contain 4-(2-aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution. Epinine exists as a solid, and is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Epinine is an alkaloid from Vicia faba and can be found in pulses. Epinine is a dopamine and epinephrine derivative. KEIO_ID E013

   

Ethinamate

1-Ethynylcyclohexanol carbamic acid

C9H13NO2 (167.09462380000002)


Ethinamate is a short-acting sedative-hypnotic medication used to treat insomnia. Regular use leads to tolerance, and it is usually not effective for more than 7 days. Structurally, it does not resemble the barbituates, but it shares many effects with this class of drugs; the depressant effects of ethinamate are, however, generally milder than those of most barbiturates. C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic

   

2,5-Dihydrophenylalanine

DL-2,5-Dihydrophenylalanine

C9H13NO2 (167.09462380000002)


   

1-(3-Pyridinyl)-1,4-butanediol

1-(pyridin-3-yl)butane-1,4-diol

C9H13NO2 (167.09462380000002)


1-(3-Pyridinyl)-1,4-butanediol is considered to be soluble (in water) and relatively neutral

   

metaraminol

metaraminol

C9H13NO2 (167.09462380000002)


C - Cardiovascular system > C01 - Cardiac therapy > C01C - Cardiac stimulants excl. cardiac glycosides > C01CA - Adrenergic and dopaminergic agents D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents KEIO_ID M167

   

Norpandamarilactonine A

3-methyl-5-(pyrrolidin-2-yl)-2,5-dihydrofuran-2-one

C9H13NO2 (167.09462380000002)


Norpandamarilactonine B is an alkaloid from Pandanus amaryllifolius. Norpandamarilactonine B is a food flavouring. Alkaloid from Pandanus amaryllifolius. Food flavouring

   

4-Methoxytyramine

4-Methoxy-3-hydroxyphenethylamine hydrochloride

C9H13NO2 (167.09462380000002)


4-Methoxytyramine is a catecholamine derivative. Catecholamines are important components of the central nervous system. A number of diseases are characterized by abnormal levels of catecholamines. For example, patients with Parkinsons disease have lower levels of dopamine than normal. L-3,4-Dihydroxyphennylalanune (L-Dopa), a catechol a-amino acid, is widely used in the treatment of Parkinsons disease. When L-Dopa is given orally to patients, the most prominent metabolite is 3-methoxy-4-hydroxyphenylalanine. However, a part of L-Dopa is methylated to 3-hydroxy-4-methylphenylalanine and to 3-hydroxy-4-methoxyphenethylamine. It has been reported that 4-O-methylation of catecholamines is implicated in some neuropsychiatric disorders and thus 3-hydroxy-4-methoxyphenethylamine appears to be the endogenous "toxin" in Parkinsons disease. Consequently, the determination of plasma levels of 3-hydroxy-4-methoxyphenethylamine is important following oral L-Dopa therapy (PMID: 6518609). [HMDB] 4-Methoxytyramine is a catecholamine derivative. Catecholamines are important components of the central nervous system. A number of diseases are characterized by abnormal levels of catecholamines. For example, patients with Parkinsons disease have lower levels of dopamine than normal. L-3,4-Dihydroxyphennylalanune (L-Dopa), a catechol a-amino acid, is widely used in the treatment of Parkinsons disease. When L-Dopa is given orally to patients, the most prominent metabolite is 3-methoxy-4-hydroxyphenylalanine. However, a part of L-Dopa is methylated to 3-hydroxy-4-methylphenylalanine and to 3-hydroxy-4-methoxyphenethylamine. It has been reported that 4-O-methylation of catecholamines is implicated in some neuropsychiatric disorders and thus 3-hydroxy-4-methoxyphenethylamine appears to be the endogenous "toxin" in Parkinsons disease. Consequently, the determination of plasma levels of 3-hydroxy-4-methoxyphenethylamine is important following oral L-Dopa therapy (PMID: 6518609).

   

a-Methyldopamine

alpha-Methyldopamine monohydrochloride, (+-)-isomer

C9H13NO2 (167.09462380000002)


a-Methyldopamine is a metabolite of methyldopa. Methyldopa (-α-Methyl-3,4-dihydroxyphenylalanine; Aldomet, Aldoril, Dopamet, Dopegyt, etc. ) is an alpha-adrenergic agonist (selective for α2-adrenergic receptors) psychoactive drug used as a sympatholytic or antihypertensive. Its use is now mostly deprecated following the introduction of alternative safer classes of agents. However, it continues to have a role in otherwise difficult to treat hypertension and gestational hypertension (also known as pregnancy-induced hypertension). (Wikipedia)

   

2-(2-Furanyl)-3-piperidinol

2-(2-Furanyl)-3-hydroxypiperidine

C9H13NO2 (167.09462380000002)


Proline-derived Maillard product. Proline-derived Maillard product

   

4-Hydroxynorephedrine

(1s,2r)-1-(4-Hydroxyphenyl)-2-amino-1-propanol

C9H13NO2 (167.09462380000002)


4-Hydroxynorephedrine is a metabolite of methamphetamine. Methamphetamine, also known as methamfetamine, meth, N-methylamphetamine, methylamphetamine, and desoxyephedrine, is a psychostimulant of the phenethylamine and amphetamine class of psychoactive drugs. Methamphetamine increases alertness, concentration, energy, and in high doses, can induce euphoria, enhance self-esteem and increase libido. (Wikipedia)

   

(-)-4-Hydroxynorephedrin

4-(2-amino-1-hydroxypropyl)phenol

C9H13NO2 (167.09462380000002)


   

1,2-Diethyl-3-hydroxypyridin-4-one

1,2-diethyl-3-hydroxy-1,4-dihydropyridin-4-one

C9H13NO2 (167.09462380000002)


D064449 - Sequestering Agents > D002614 - Chelating Agents > D007502 - Iron Chelating Agents

   

3-(2-Amino-1-hydroxypropyl)phenol

3-(2-Amino-1-hydroxypropyl)phenol

C9H13NO2 (167.09462380000002)


D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents

   

8-Azaspiro[4.5]decane-7,9-dione

9-hydroxy-8-azaspiro[4.5]dec-8-en-7-one

C9H13NO2 (167.09462380000002)


   

3h-Phenylalanine

2-[(cyclohexa-1,3-dien-1-yl)amino]propanoic acid

C9H13NO2 (167.09462380000002)


   

Anhydroecgonine

(1S,5R)-8-Methyl-8-azabicyclo(3.2.1)oct-2-ene-2-carboxylic acid

C9H13NO2 (167.09462380000002)


   

4-[2-(Methoxyamino)ethyl]phenol

4-[2-(Methoxyamino)ethyl]phenol

C9H13NO2 (167.09462380000002)


   

DL-2,5-Dihydrophenylalanine

2-amino-3-(cyclohexa-1,4-dien-1-yl)propanoic acid

C9H13NO2 (167.09462380000002)


   

dl-Mesatone

3-[1-hydroxy-2-(methylamino)ethyl]phenol

C9H13NO2 (167.09462380000002)


   

l-Tyrosinol

4-(2-Amino-3-hydroxypropyl)phenol

C9H13NO2 (167.09462380000002)


   

2-Methyldopamine

4-(2-aminoethyl)-3-methylbenzene-1,2-diol

C9H13NO2 (167.09462380000002)


   
   

4-Hydroxy-3-methoxyphenethylamine

4-Hydroxy-3-methoxyphenethylamine

C9H13NO2 (167.09462380000002)


   
   
   

Synephrine

D-(-)-Synephrine

C9H13NO2 (167.09462380000002)


p-Synephrine is an organic compound, found in multiple biofluids, such as urine and blood. p-Synephrine is an organic compound, found in multiple biofluids, such as urine and blood. Synephrine (Oxedrine), an alkaloid, is an α-adrenergic and β-adrenergic agonist derived from the Citrus aurantium. Synephrine is a sympathomimetic compound and can be used for weight loss[1][2]. Synephrine (Oxedrine), an alkaloid, is an α-adrenergic and β-adrenergic agonist derived from the Citrus aurantium. Synephrine is a sympathomimetic compound and can be used for weight loss[1][2]. Synephrine (Oxedrine), an alkaloid, is an α-adrenergic and β-adrenergic agonist derived from the Citrus aurantium. Synephrine is a sympathomimetic compound and can be used for weight loss[1][2].

   
   

2-amino-1-(4-methoxyphenyl)ethanol

2-amino-1-(4-methoxyphenyl)ethanol

C9H13NO2 (167.09462380000002)


   

3-dimethylamino-5-hydroxy-5-vinyl-2-cyclopenten-1-one

3-dimethylamino-5-hydroxy-5-vinyl-2-cyclopenten-1-one

C9H13NO2 (167.09462380000002)


   

4-(2-Amino-3-hydroxypropyl)phenol

4-(2-Amino-3-hydroxypropyl)phenol

C9H13NO2 (167.09462380000002)


   
   

pyrithyldione

2,4(1H,3H)-Pyridinedione,3,3-diethyl-

C9H13NO2 (167.09462380000002)


N - Nervous system > N05 - Psycholeptics > N05C - Hypnotics and sedatives > N05CE - Piperidinedione derivatives C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic

   

MLS002154008-01!Pyrithyldione77-04-3

MLS002154008-01!Pyrithyldione77-04-3

C9H13NO2 (167.09462380000002)


   

3-Methoxytyramine

4-(2-Aminoethyl)-2-methoxyphenol

C9H13NO2 (167.09462380000002)


A monomethoxybenzene that is dopamine in which the hydroxy group at position 3 is replaced by a methoxy group. It is a metabolite of the neurotransmitter dopamine and considered a potential biomarker of pheochromocytomas and paragangliomas. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS 3-Methoxytyramine, a well known extracellular metabolite of 3-hydroxytyramine/dopamine, is a neuromodulator.

   

(R)-(-)-Phenylephrine

(R)-(-)-Phenylephrine hydrochloride

C9H13NO2 (167.09462380000002)


(R)-(-)-Phenylephrine is a selective α1-adrenoceptor agonist primarily used as a decongestant.

   

5-acetyl-2,6-dimethyl-2,3-dihydro-1H-pyridin-4-one

NCGC00381402-01!5-acetyl-2,6-dimethyl-2,3-dihydro-1H-pyridin-4-one

C9H13NO2 (167.09462380000002)


   

Phenylephrine

(R)-(-)-Phenylephrine

C9H13NO2 (167.09462380000002)


R - Respiratory system > R01 - Nasal preparations > R01A - Decongestants and other nasal preparations for topical use > R01AB - Sympathomimetics, combinations excl. corticosteroids R - Respiratory system > R01 - Nasal preparations > R01A - Decongestants and other nasal preparations for topical use > R01AA - Sympathomimetics, plain C - Cardiovascular system > C01 - Cardiac therapy > C01C - Cardiac stimulants excl. cardiac glycosides > C01CA - Adrenergic and dopaminergic agents S - Sensory organs > S01 - Ophthalmologicals > S01F - Mydriatics and cycloplegics > S01FB - Sympathomimetics excl. antiglaucoma preparations S - Sensory organs > S01 - Ophthalmologicals > S01G - Decongestants and antiallergics > S01GA - Sympathomimetics used as decongestants R - Respiratory system > R01 - Nasal preparations > R01B - Nasal decongestants for systemic use > R01BA - Sympathomimetics D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D009184 - Mydriatics C78274 - Agent Affecting Cardiovascular System > C126567 - Vasopressor D019141 - Respiratory System Agents > D014663 - Nasal Decongestants D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents D020011 - Protective Agents > D002316 - Cardiotonic Agents (R)-(-)-Phenylephrine is a selective α1-adrenoceptor agonist primarily used as a decongestant.

   
   

5-acetyl-2,6-dimethyl-2,3-dihydro-1H-pyridin-4-one

5-acetyl-2,6-dimethyl-2,3-dihydro-1H-pyridin-4-one

C9H13NO2 (167.09462380000002)


   

Methoxytyramine

Methoxytyramine

C9H13NO2 (167.09462380000002)


Annotation level-2

   
   
   
   

Lopac-H-3132

4-Methoxy-3-hydroxyphenethylamine hydrochloride

C9H13NO2 (167.09462380000002)


   

Norpandamarilactonine A

3-methyl-5-(pyrrolidin-2-yl)-2,5-dihydrofuran-2-one

C9H13NO2 (167.09462380000002)


   

2-(2-Furanyl)-3-piperidinol

2-(2-Furanyl)-3-hydroxypiperidine

C9H13NO2 (167.09462380000002)


   

5-acetyl-2,6-dimethyl-2,3-dihydropyridin-4(1H)-one

5-acetyl-2,6-dimethyl-2,3-dihydropyridin-4(1H)-one

C9H13NO2 (167.09462380000002)


   

6-[(2-methylpropan-2-yl)oxy]pyridin-3-ol

6-[(2-methylpropan-2-yl)oxy]pyridin-3-ol

C9H13NO2 (167.09462380000002)


   

1,3,4,4a,5,7,8,8a-octahydroquinoline-2,6-dione

1,3,4,4a,5,7,8,8a-octahydroquinoline-2,6-dione

C9H13NO2 (167.09462380000002)


   
   

methyl 2-cyano-5-methylhex-2-enoate

methyl 2-cyano-5-methylhex-2-enoate

C9H13NO2 (167.09462380000002)


   

1-[6-(1-hydroxyethyl)pyridin-2-yl]ethanol

1-[6-(1-hydroxyethyl)pyridin-2-yl]ethanol

C9H13NO2 (167.09462380000002)


   

Cyclohexane-1,3-dione, 2-dimethylaminomethylene-

Cyclohexane-1,3-dione, 2-dimethylaminomethylene-

C9H13NO2 (167.09462380000002)


   

Ethyl 2,5-dimethylpyrrole-3-carboxylate

ethyl 2,5-dimethyl-1H-pyrrole-3-carboxylate

C9H13NO2 (167.09462380000002)


   
   

1-(2,5-Dimethoxyphenyl)methanamine

1-(2,5-Dimethoxyphenyl)methanamine

C9H13NO2 (167.09462380000002)


   

methyl 1,2,5-trimethylpyrrole-3-carboxylate

methyl 1,2,5-trimethylpyrrole-3-carboxylate

C9H13NO2 (167.09462380000002)


   
   

(S)-1-Amino-3-phenoxy-2-propanol

(S)-1-Amino-3-phenoxy-2-propanol

C9H13NO2 (167.09462380000002)


   

1-(cyclopropylcarbonyl)piperidin-4-one

1-(cyclopropylcarbonyl)piperidin-4-one

C9H13NO2 (167.09462380000002)


   

(6-ISOPROPOXYPYRIDIN-3-YL)METHANOL

(6-ISOPROPOXYPYRIDIN-3-YL)METHANOL

C9H13NO2 (167.09462380000002)


   

1H-pyrrole-1-acetic acid, alpha-propyl-

1H-pyrrole-1-acetic acid, alpha-propyl-

C9H13NO2 (167.09462380000002)


   

3-(3-HYDROXYPHENYL)-DL-BETA-ALANINOL

3-(3-HYDROXYPHENYL)-DL-BETA-ALANINOL

C9H13NO2 (167.09462380000002)


   

1-(5-Ethylpyridin-2-yl)ethane-1,2-diol

1-(5-Ethylpyridin-2-yl)ethane-1,2-diol

C9H13NO2 (167.09462380000002)


   
   

(1R,2R)-(-)-2-Amino-1-Phenyl-1,3-Propanediol

(1R,2R)-(-)-2-Amino-1-Phenyl-1,3-Propanediol

C9H13NO2 (167.09462380000002)


   

Ethyl 4,5-dimethyl-1H-pyrrole-2-carboxylate

Ethyl 4,5-dimethyl-1H-pyrrole-2-carboxylate

C9H13NO2 (167.09462380000002)


   
   

Pyrrole-3-carboxylic acid, 4-isopropyl-2-methyl- (6CI)

Pyrrole-3-carboxylic acid, 4-isopropyl-2-methyl- (6CI)

C9H13NO2 (167.09462380000002)


   
   

2-Amino-1-phenyl-1,3-propanediol

2-Amino-1-phenyl-1,3-propanediol

C9H13NO2 (167.09462380000002)


   
   

1,4-Dioxaspiro[4.5]decane-8-carbonitrile

1,4-Dioxaspiro[4.5]decane-8-carbonitrile

C9H13NO2 (167.09462380000002)


   
   

5-(2-hydroxyethylamino)-2-methylphenol

5-(2-hydroxyethylamino)-2-methylphenol

C9H13NO2 (167.09462380000002)


   
   

4-Methoxy-2,3,5-trimethylpyridine N-oxide

4-Methoxy-2,3,5-trimethylpyridine N-oxide

C9H13NO2 (167.09462380000002)


   

(S)-2-AMINO-1-(4-METHOXYPHENYL)ETHANOL

(S)-2-AMINO-1-(4-METHOXYPHENYL)ETHANOL

C9H13NO2 (167.09462380000002)


   
   

2-(3-METHOXY-PHENYLAMINO)-ETHANOL

2-(3-METHOXY-PHENYLAMINO)-ETHANOL

C9H13NO2 (167.09462380000002)


   
   

Phenol, 2-(1-aminoethyl)-4-methoxy-, (S)- (9CI)

Phenol, 2-(1-aminoethyl)-4-methoxy-, (S)- (9CI)

C9H13NO2 (167.09462380000002)


   

Ethyl 3,4-dimethyl-1H-pyrrole-2-carboxylate

Ethyl 3,4-dimethyl-1H-pyrrole-2-carboxylate

C9H13NO2 (167.09462380000002)


   

1-(2,6-Dimethoxyphenyl)methanamine

1-(2,6-Dimethoxyphenyl)methanamine

C9H13NO2 (167.09462380000002)


   

ethyl 1-cyanocyclopentanecarboxylate

ethyl 1-cyanocyclopentanecarboxylate

C9H13NO2 (167.09462380000002)


   

Ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate

Ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate

C9H13NO2 (167.09462380000002)


   

3,5-Dimethyl-4-methoxy-2-pyridinemethanol

3,5-Dimethyl-4-methoxy-2-pyridinemethanol

C9H13NO2 (167.09462380000002)


   

5-Ethyl-1H-pyrrole-2-carboxylic acid ethyl ester

5-Ethyl-1H-pyrrole-2-carboxylic acid ethyl ester

C9H13NO2 (167.09462380000002)


   

Phenol, 2-(1-aminoethyl)-3-methoxy-, (S)- (9CI)

Phenol, 2-(1-aminoethyl)-3-methoxy-, (S)- (9CI)

C9H13NO2 (167.09462380000002)


   

Phenol, 4-(1-aminoethyl)-2-methoxy-, (R)- (9CI)

Phenol, 4-(1-aminoethyl)-2-methoxy-, (R)- (9CI)

C9H13NO2 (167.09462380000002)


   
   
   

3,4-diethyl 1H-pyrrole-2-carboxylicacid

3,4-diethyl 1H-pyrrole-2-carboxylicacid

C9H13NO2 (167.09462380000002)


   
   
   
   

(4R)-4-(1-METHYLETHYL)-3-(1,2-PROPADIENYL)-2-OXAZOLIDINONE

(4R)-4-(1-METHYLETHYL)-3-(1,2-PROPADIENYL)-2-OXAZOLIDINONE

C9H13NO2 (167.09462380000002)


   

ETHYL 2-CYANO-3-METHYL-2-PENTENOATE

ETHYL 2-CYANO-3-METHYL-2-PENTENOATE

C9H13NO2 (167.09462380000002)


   
   

2-Hydroxymethyl-5-propoxypyridime

2-Hydroxymethyl-5-propoxypyridime

C9H13NO2 (167.09462380000002)


   

1-azaspiro[4.5]decane-2,8-dione

1-azaspiro[4.5]decane-2,8-dione

C9H13NO2 (167.09462380000002)


   

1-(3,4-Dimethoxyphenyl)methanamine

1-(3,4-Dimethoxyphenyl)methanamine

C9H13NO2 (167.09462380000002)


   

3-METHYL-3-(1H-PYRROL-1-YL)BUTANOICACID

3-METHYL-3-(1H-PYRROL-1-YL)BUTANOICACID

C9H13NO2 (167.09462380000002)


   

2-Pentenoic acid,2-cyano-3-methyl-, ethyl ester

2-Pentenoic acid,2-cyano-3-methyl-, ethyl ester

C9H13NO2 (167.09462380000002)


   
   

Pyrrolo[2,1-b]oxazol-5(7aH)-one, 3-ethyl-2,3-dihydro-7a-methyl-, (3S,7aS)-

Pyrrolo[2,1-b]oxazol-5(7aH)-one, 3-ethyl-2,3-dihydro-7a-methyl-, (3S,7aS)-

C9H13NO2 (167.09462380000002)


   

Ethyl 3,5-dimethyl-1H-pyrrole-2-carboxylate

Ethyl 3,5-dimethyl-1H-pyrrole-2-carboxylate

C9H13NO2 (167.09462380000002)


   
   
   
   

4-ethylaminomethyl-pyrocatechol

4-ethylaminomethyl-pyrocatechol

C9H13NO2 (167.09462380000002)


   

(S)-2-(1-aminoethyl)-5-methoxyphenol

(S)-2-(1-aminoethyl)-5-methoxyphenol

C9H13NO2 (167.09462380000002)


   

2-Amino-2-(4-methoxyphenyl)ethanol

2-Amino-2-(4-methoxyphenyl)ethanol

C9H13NO2 (167.09462380000002)


   

Phenol, 5-(1-aminoethyl)-2-methoxy-, (R)-

Phenol, 5-(1-aminoethyl)-2-methoxy-, (R)-

C9H13NO2 (167.09462380000002)


   

1-(6-Methylpyridin-2-yloxy)propan-2-ol

1-(6-Methylpyridin-2-yloxy)propan-2-ol

C9H13NO2 (167.09462380000002)


   
   

2-Amino-2-(2-methoxyphenyl)ethan-1-ol

2-Amino-2-(2-methoxyphenyl)ethan-1-ol

C9H13NO2 (167.09462380000002)


   
   

3-[(6-Methyl-2-pyridinyl)oxy]-1-propanol

3-[(6-Methyl-2-pyridinyl)oxy]-1-propanol

C9H13NO2 (167.09462380000002)


   

2,4-Dimethyl-3-pyrrolepropionic acid

2,4-Dimethyl-3-pyrrolepropionic acid

C9H13NO2 (167.09462380000002)


   
   

Methyl 1-cyanocyclohexanecarboxylate

Methyl 1-cyanocyclohexanecarboxylate

C9H13NO2 (167.09462380000002)


   

2-azaspiro[4.5]decane-1,3-dione

2-azaspiro[4.5]decane-1,3-dione

C9H13NO2 (167.09462380000002)


   

Isoamyl 2-cyanoacrylate

Isoamyl 2-cyanoacrylate

C9H13NO2 (167.09462380000002)


D001697 - Biomedical and Dental Materials > D014014 - Tissue Adhesives

   
   
   
   
   

2(5H)-Furanone, 3-methyl-5-(2S)-2-pyrrolidinyl-, (5R)-

2(5H)-Furanone, 3-methyl-5-(2S)-2-pyrrolidinyl-, (5R)-

C9H13NO2 (167.09462380000002)


   

5-(Hydroxymethyl)-1-propylpyrrole-2-carbaldehyde

5-(Hydroxymethyl)-1-propylpyrrole-2-carbaldehyde

C9H13NO2 (167.09462380000002)


   

(2S)-2-amino-3-phenylpropane-1,1-diol

(2S)-2-amino-3-phenylpropane-1,1-diol

C9H13NO2 (167.09462380000002)


   
   

(R)-4-Hydroxy-alpha-(1-aminoethyl)benzenemethanol

(R)-4-Hydroxy-alpha-(1-aminoethyl)benzenemethanol

C9H13NO2 (167.09462380000002)


   
   

Ethinamate

Ethinamate

C9H13NO2 (167.09462380000002)


C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic

   
   

(-)-Synephrine

(-)-Synephrine

C9H13NO2 (167.09462380000002)


p-Synephrine is an organic compound, found in multiple biofluids, such as urine and blood. p-Synephrine is an organic compound, found in multiple biofluids, such as urine and blood.

   

1-(3-Pyridyl)-1,4-butanediol

1-(3-Pyridinyl)-1,4-butanediol

C9H13NO2 (167.09462380000002)


   

5-(2-Aminoethyl)-2-methoxyphenol

5-(2-Aminoethyl)-2-methoxyphenol

C9H13NO2 (167.09462380000002)


   

3-[1-hydroxy-2-(methylamino)ethyl]phenol

3-[1-hydroxy-2-(methylamino)ethyl]phenol

C9H13NO2 (167.09462380000002)


   
   
   
   

4-Methoxytyramine

4-Methoxytyramine

C9H13NO2 (167.09462380000002)


A monomethoxybenzene that is dopamine in which the hydroxy group at position 4 is replaced by a methoxy group.

   

D-synephrine

D-synephrine

C9H13NO2 (167.09462380000002)


The D-enantiomer of synephrine.