| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| September 30th, 2005 | 12 | Yes |
Popular Name: Phenylephrine hydrochloride Phenylephrine hydrochloride
Find On: PubMed — Wikipedia — Google
CAS Numbers: 1477-63-0 , 14787-58-7 , 154-86-9 , 17162-39-9 , 59-42-7 , 61-76-7 , 61-76-7, 59-42-7 , 61-76-7, 59-42-7 [phenylephrine] , 614-03-9 , [154-86-9] , [59-42-7] , [614-03-9]
"R-(-)-Phenylephrine hydrochloride, 99%"
(-)-m-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol
(-)-Phenylephrine hydrogentartrate
(±)-3-OH-[(methylamino)methyl]benzyl alcohol hydrochloride
(R)-(-)-Phenylephrine (hydrochloride)
(R)-2-Hydroxy-2-(3-hydroxyphenyl)-N-methylethylamine
(R)-3-(1-hydroxy-2-(methylamino)ethyl)phenol
(R)-3-(1-Hydroxy-2-(methylamino)ethyl)phenol 2,3-dihydroxysuccinate
(R)-3-(1-Hydroxy-2-(methylamino)ethyl)phenol2,3-dihydroxysuccinate
(R)-3-Hydroxy-alpha-((methylamino)methyl)benzenemethanol
(S)-3-OH-[(methylamino)methyl]benzyl alcohol
17162-39-9; D08966; Phenylephrine bitartrate (USP)
3-(1-hydroxy-2-(methylamino)ethyl)phenol
3-(1-Hydroxy-2-(methylamino)ethyl)phenol hydrochloride
3-[(1R)-1-Hydroxy-2-(methylamino)ethyl]phenol
3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol hydrochloride
3-[1-hydroxy-2-(methylamino)ethyl]phenol
59-42-7; C07441; Phenylephrine
61-76-7; D00511; Neo-synephrine (TN); Phenylephrine hydrochloride (JP16/USP)
Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)-
Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)- (9CI)
Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, (-)-
DL-PHENYLEPHRINE HYDROCHLORIDE
fenilefrina; phenylephrine; phenylephrinum
INN); Phenylephrine Hydrochloride (FDA
JAN); Phenylephrine Bitartrate (FDA
L(-)-Phenylephrine hydrochloride, 99%
l-(3-Hydroxyphenyl)-N-methylethanolamine
l-1-(m-Hydroxyphenyl)-2-methylaminoethanol
l-alpha-Hydroxy-beta-methylamino-3-hydroxy-L-ethylbenzene
l-m-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol
Tannins, compds. with (R)-3-hydroxy-alpha-((methylamino)methyl)benzenemethanol
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 0.41 | -0.72 | -41.71 | 4 | 3 | 1 | 57 | 168.216 | 3 | ↓ |
| Hi High (pH 8-9.5) | 0.41 | -2.17 | -5.18 | 3 | 3 | 0 | 52 | 167.208 | 3 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Molecular_Solubility | 1.016 | Bitter DB |
| Mp [°C] | 140 - 145 | Acros Organics |
| MP | 174 | TCI |
| ALOGPS_SOLUBILITY | 2.20e+01 g/l | DrugBank-approved |
| UniProt Database Links | ADA1A_BOVIN; ADA1A_CANFA; ADA1A_CAVPO; ADA1A_MOUSE; ADA1A_RABIT; ADA1A_RAT; ADA1B_CANFA; ADA1B_HUMAN; ADA1B_MESAU; ADA1B_MOUSE; ADA1B_RAT; ADA2A_HUMAN; ADA2B_HUMAN; ANF_CRODC; GLRX3_RAT; OAR1_LYMST; OAR2_LYMST; SMTL1_MOUSE | ChEBI |
| Target | Adrenergic Receptor | Selleck Chemicals |
| Therapy | alpha1 Adrenoceptor agonist; mydriatic; decongestant | SMDC Iconix |
| Patent Database Links | EP1229034; EP1283043; EP1466625; EP1568770; EP1586347; EP1611879; EP1671624; EP1685843; EP1772767; EP1785145; EP1815846; EP1829527; EP1829528; EP1967186; US2001011104; US2002082266; US2003026850; US2004261190; US2005048024; US2005059686; US2005070552; US2 | ChEBI |
| H phrase | H302: Harmful if swallowed | Acros Organics |
| H phrase | H302: Harmful if swallowed; H335: May cause respiratory irritation; H315: Causes skin irritation; H319: Causes serious eye irritation | Acros Organics |
| therap | mydriatic, decongestant | MicroSource Spectrum |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray | Acros Organics |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray; P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell; P302+ P352: IF ON SKIN: Wash with plenty of soap and water; P280: Wear protective gloves/protective clothing/eye | Acros Organics |
| R phrase | R22: Harmful if swallowed. | Acros Organics |
| R phrase | R22: Harmful if swallowed.; R36/37/38: Irritating to eyes, respiratory system and skin. | Acros Organics |
| S phrase | S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. | Acros Organics |
| S phrase | S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39: Wear suitable gloves and eye/face protection. | Acros Organics |
| Hazard | XN: Harmful | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ADA1B-1-E | Alpha-1b Adrenergic Receptor (cluster #1 Of 4), Eukaryotic | Eukaryotes | 6100 | 0.61 | Binding ≤ 10μM |
| ADA1D-1-E | Alpha-1d Adrenergic Receptor (cluster #1 Of 3), Eukaryotic | Eukaryotes | 6100 | 0.61 | Binding ≤ 10μM |
| ADA2A-3-E | Alpha-2a Adrenergic Receptor (cluster #3 Of 4), Eukaryotic | Eukaryotes | 78 | 0.83 | Binding ≤ 10μM |
| ADA2B-4-E | Alpha-2b Adrenergic Receptor (cluster #4 Of 4), Eukaryotic | Eukaryotes | 78 | 0.83 | Binding ≤ 10μM |
| ADA2C-3-E | Alpha-2c Adrenergic Receptor (cluster #3 Of 4), Eukaryotic | Eukaryotes | 78 | 0.83 | Binding ≤ 10μM |
| ADRB1-1-E | Beta-1 Adrenergic Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 6000 | 0.61 | Functional ≤ 10μM |
| ADRB2-1-E | Beta-2 Adrenergic Receptor (cluster #1 Of 2), Eukaryotic | Eukaryotes | 6000 | 0.61 | Functional ≤ 10μM |
| ADRB3-1-E | Beta-3 Adrenergic Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 6000 | 0.61 | Functional ≤ 10μM |
| Z104304-1-O | Adrenergic Receptor Alpha-1 (cluster #1 Of 3), Other | Other | 6100 | 0.61 | Binding ≤ 10μM |
| Z50512-1-O | Cavia Porcellus (cluster #1 Of 7), Other | Other | 6000 | 0.61 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ADA2A_HUMAN | P08913 | Alpha-2a Adrenergic Receptor, Human | 390 | 0.75 | Binding ≤ 1μM |
| ADA2A_RAT | P22909 | Alpha-2a Adrenergic Receptor, Rat | 270 | 0.77 | Binding ≤ 1μM |
| ADA2B_HUMAN | P18089 | Alpha-2b Adrenergic Receptor, Human | 390 | 0.75 | Binding ≤ 1μM |
| ADA2B_RAT | P19328 | Alpha-2b Adrenergic Receptor, Rat | 270 | 0.77 | Binding ≤ 1μM |
| ADA2C_HUMAN | P18825 | Alpha-2c Adrenergic Receptor, Human | 390 | 0.75 | Binding ≤ 1μM |
| ADA2C_RAT | P22086 | Alpha-2c Adrenergic Receptor, Rat | 270 | 0.77 | Binding ≤ 1μM |
| Z104304 | Z104304 | Adrenergic Receptor Alpha-1 | 2000 | 0.66 | Binding ≤ 10μM |
| ADA1B_HUMAN | P35368 | Alpha-1b Adrenergic Receptor, Human | 2500 | 0.65 | Binding ≤ 10μM |
| ADA1D_HUMAN | P25100 | Alpha-1d Adrenergic Receptor, Human | 2500 | 0.65 | Binding ≤ 10μM |
| ADA2A_HUMAN | P08913 | Alpha-2a Adrenergic Receptor, Human | 390 | 0.75 | Binding ≤ 10μM |
| ADA2A_RAT | P22909 | Alpha-2a Adrenergic Receptor, Rat | 270 | 0.77 | Binding ≤ 10μM |
| ADA2B_RAT | P19328 | Alpha-2b Adrenergic Receptor, Rat | 270 | 0.77 | Binding ≤ 10μM |
| ADA2B_HUMAN | P18089 | Alpha-2b Adrenergic Receptor, Human | 390 | 0.75 | Binding ≤ 10μM |
| ADA2C_RAT | P22086 | Alpha-2c Adrenergic Receptor, Rat | 270 | 0.77 | Binding ≤ 10μM |
| ADA2C_HUMAN | P18825 | Alpha-2c Adrenergic Receptor, Human | 390 | 0.75 | Binding ≤ 10μM |
| ADRB1_HUMAN | P08588 | Beta-1 Adrenergic Receptor, Human | 6000 | 0.61 | Functional ≤ 10μM |
| ADRB2_HUMAN | P07550 | Beta-2 Adrenergic Receptor, Human | 6000 | 0.61 | Functional ≤ 10μM |
| ADRB3_HUMAN | P13945 | Beta-3 Adrenergic Receptor, Human | 6000 | 0.61 | Functional ≤ 10μM |
| Z50512 | Z50512 | Cavia Porcellus | 6000 | 0.61 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Adrenaline signalling through Alpha-2 adrenergic receptor | |
| Adrenaline,noradrenaline inhibits insulin secretion | |
| Adrenoceptors | |
| G alpha (12/13) signalling events | |
| G alpha (i) signalling events | |
| G alpha (q) signalling events | |
| G alpha (s) signalling events | |
| G alpha (z) signalling events |
No pre-computed analogs available. Try a structural similarity search.