| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| September 30th, 2005 | 19 | Yes |
Popular Name: Propranolol Propranolol
Find On: PubMed — Wikipedia — Google
CAS Numbers: , 13071-11-9 , 152558-63-9 , 318-98-9 , 318-98-9, 525-66-6 , 318-98-9, 525-66-6 [propranolol] , 3506-09-0 , 4199-10-4 , 501-30-4 , 525-66-6 , 839971.0 , [318-98-9] , [3506-09-0] , [525-66-6]
"DL-Propranolol hydrochloride, 98.5%"
(+/-)-Propranolol hydrochloride
(+/-)-Propranolol hydrochloride, 99%
(±)-Propranolol hydrochloride
(±)-[2-Hydroxy-3-(naphthyloxy)propyl]isopropylammonium chloride
(S)-(-)-Propanolol hydrochloride
(s)-(-)-Propranolol hydrochloride
(S)-(2-Hydroxy-3-(naphthyloxy)propyl)isopropylammonium chloride; EINECS 224-096-0; LS-184130
(S)-1-(Isopropylamino)-3-(naphthyloxy)propan-2-ol; EINECS 224-095-5; LS-122524; Propranolol, L-
(^+)-Propranolol hydrochloride, 99%
(±)-1-Isopropylamino-3-(1-naphthyloxy)-2-propanol hydrochloride
1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol
1-(isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride
1-(Isopropylamino)-3-(1-Naphthyloxy)-2-PropanolHydrochloride
1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol
1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol hydrochloride
1-(Isopropylamino)-3-(naphthalen-1-yloxy)propan-2-ol hydrochloride
1-(naphthalen-1-yloxy)-3-(propan-2-ylamino)propan-2-ol
1-Isopropylamino-3-(1-naphthyloxy)-2-propanol
1-Isopropylamino-3-(1-naphthyloxy)-2-propanol hydrochloride
1-Isopropylamino-3-(naphthalen-1-yloxy)-propan-2-ol
1-Isopropylamino-3-(naphthalen-1-yloxy)-propan-2-ol hydrochloride
1-[(1-Methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanol
2-propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-
2-propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, hydrochloride
2-Propanol,1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, hydrochloride (1:1), (2R)-
318-98-9; CPD000059167; Inderal; SAM002699889
318-98-9; D00483; Inderal (TN); Innopran XL (TN); Propranolol hydrochloride (JP16/USP)
525-66-6; D08443; Propranolol (INN); Propranolol (TN)
b-Propranolol;beta-Propranolol;Dociton;Euprovasin;Propanalol;Propanix;Propanolol;Propranololo
CPD000059167; Propranolol hydrochloride; SAM002699889
DL-Propranolol hydrochloride, 99%
DL-PROPRANOLOL-[4-3H] HYDROCHLORIDE
DL-PROPRANOLOL-[4-3H]HYDROCHLORIDE
Dociton;Euprovasin;Propanalol;Propanix;Propanolol;Propranololo;b-Propranolol;beta-Propranolol
PROPRANOLOL HYDROCHLORIDE (+/-)
| 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) | 2.97 | 5.47 | -42.1 | 3 | 3 | 1 | 46 | 260.357 | 6 | ↓ |
| Hi High (pH 8-9.5) | 2.97 | 4.28 | -6.82 | 2 | 3 | 0 | 41 | 259.349 | 6 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| mechanism | Beta-Adrenergic blocking agent | ZereneX Building Blocks |
| biological_use | Antiarrhythmic agent | ZereneX Building Blocks |
| Mp [°C] | 163 - 166 | Acros Organics |
| Melting_Point | 163-165? | Alfa-Aesar |
| Melting_Point | 163-165° | Alfa-Aesar |
| MP | 166 | TCI |
| ALOGPS_SOLUBILITY | 7.94e-02 g/l | DrugBank-approved |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | 95% | Fluorochem |
| Purity | 99% | Fluorochem |
| Purity | >95% | Matrix Scientific |
| Purity | >99% | APIChem |
| UniProt Database Links | ADA2A_HUMAN; ADA2B_HUMAN; APO1_AGRAE; CP2CJ_HUMAN; LPP1_HUMAN; LPP1_YEAST; LPP2_HUMAN; LPP3_HUMAN; OAR1_LYMST; OAR2_LYMST; PAH1_YEAST | ChEBI |
| Target | Adrenergic Receptor | Selleck Chemicals |
| biological_use | Antiarrhythmic agent | IBScreen Bioactives IBScreen Bioactives |
| Indications | antihypertensive | KeyOrganics Bioactives |
| therap | antihypertensive, antianginal, antiarrhythmic | MicroSource Spectrum |
| Therapy | beta Adrenoceptor antagonist; cardiac depressant (anti-arrhythmic) | SMDC Iconix |
| mechanism | Beta-Adrenergic blocking agent | IBScreen Bioactives IBScreen Bioactives |
| Patent Database Links | EP1040829; EP1184035; EP1438962; EP1512394; EP1586349; EP1602334; EP1639994; EP1661558; EP1661560; EP1681051; EP1685843; EP1700601; EP1702623; EP1710256; EP1717226; EP1726650; EP1754712; EP1764111; EP1790353; EP1829534; EP1832576; EP1839648; EP1862181; EP | ChEBI |
| H phrase | H302: Harmful if swallowed | Acros Organics |
| biological_use | Hypotensives | IBScreen Bioactives |
| Warnings | IRRITANT | Matrix Scientific |
| mechanism | It has little intrinsic sympathomimetic activity (ISA) but has strong membrane stabilizing activity (only at high blood concentrations, eg overdosage). | IBScreen Bioactives |
| mechanism | It is a non-selective beta blocker, that is, it blocks the action of epinephrine on both beta1- and beta2-adrenergic receptors. | IBScreen Bioactives |
| mechanism | It is a non-selective beta blocker, that is, it blocks the action of epinephrine on both beta1- and beta2-adrenergic receptors. | IBScreen Bioactives |
| biological_use | Local anesthetic | IBScreen Bioactives |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : MZ-3006; NCC_SUPPLIER_SAMPLE_COMMENTS : WHITE POWDER; 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| mechanism | Only L-propranolol is a powerful adrenoceptor antagonist, whereas D-propranolol is not | IBScreen Bioactives |
| P phrase | P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell | Acros Organics |
| R phrase | R22: Harmful if swallowed. | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: MZ-3006; SALT: 1 hydrogen chloride; SUPPLIER_COMMENTS: WHITE POWDER | NIH Clinical Collection via PubChem |
| Hazard | XN: Harmful | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| 5HT1A-3-E | Serotonin 1a (5-HT1a) Receptor (cluster #3 Of 4), Eukaryotic | Eukaryotes | 55 | 0.53 | Binding ≤ 10μM |
| 5HT1A-3-E | Serotonin 1a (5-HT1a) Receptor (cluster #3 Of 4), Eukaryotic | Eukaryotes | 90 | 0.52 | Binding ≤ 10μM |
| 5HT1B-1-E | Serotonin 1b (5-HT1b) Receptor (cluster #1 Of 2), Eukaryotic | Eukaryotes | 50 | 0.54 | Binding ≤ 10μM |
| 5HT1B-1-E | Serotonin 1b (5-HT1b) Receptor (cluster #1 Of 2), Eukaryotic | Eukaryotes | 50 | 0.54 | Binding ≤ 10μM |
| 5HT1D-1-E | Serotonin 1d (5-HT1d) Receptor (cluster #1 Of 2), Eukaryotic | Eukaryotes | 300 | 0.48 | Binding ≤ 10μM |
| 5HT1F-2-E | Serotonin 1f (5-HT1f) Receptor (cluster #2 Of 2), Eukaryotic | Eukaryotes | 300 | 0.48 | Binding ≤ 10μM |
| 5HT2A-2-E | Serotonin 2a (5-HT2a) Receptor (cluster #2 Of 3), Eukaryotic | Eukaryotes | 8100 | 0.38 | Binding ≤ 10μM |
| 5HT2B-3-E | Serotonin 2b (5-HT2b) Receptor (cluster #3 Of 4), Eukaryotic | Eukaryotes | 5900 | 0.39 | Binding ≤ 10μM |
| 5HT2C-3-E | Serotonin 2c (5-HT2c) Receptor (cluster #3 Of 3), Eukaryotic | Eukaryotes | 1400 | 0.43 | Binding ≤ 10μM |
| ADRB1-2-E | Beta-1 Adrenergic Receptor (cluster #2 Of 2), Eukaryotic | Eukaryotes | 1 | 0.66 | Binding ≤ 10μM |
| ADRB1-2-E | Beta-1 Adrenergic Receptor (cluster #2 Of 2), Eukaryotic | Eukaryotes | 9700 | 0.37 | Binding ≤ 10μM |
| ADRB2-1-E | Beta-2 Adrenergic Receptor (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1 | 0.66 | Binding ≤ 10μM |
| ADRB2-1-E | Beta-2 Adrenergic Receptor (cluster #1 Of 2), Eukaryotic | Eukaryotes | 7 | 0.60 | Binding ≤ 10μM |
| ADRB3-2-E | Beta-3 Adrenergic Receptor (cluster #2 Of 2), Eukaryotic | Eukaryotes | 1 | 0.66 | Binding ≤ 10μM |
| ADRB3-2-E | Beta-3 Adrenergic Receptor (cluster #2 Of 2), Eukaryotic | Eukaryotes | 7 | 0.60 | Binding ≤ 10μM |
| SCN1A-1-E | Sodium Channel Protein Type I Alpha Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 10000 | 0.37 | Binding ≤ 10μM |
| SCN2A-2-E | Sodium Channel Protein Type II Alpha Subunit (cluster #2 Of 2), Eukaryotic | Eukaryotes | 10000 | 0.37 | Binding ≤ 10μM |
| SCN3A-1-E | Sodium Channel Protein Type III Alpha Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 10000 | 0.37 | Binding ≤ 10μM |
| SCN8A-1-E | Sodium Channel Protein Type VIII Alpha Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 10000 | 0.37 | Binding ≤ 10μM |
| 5HT1B-2-E | Serotonin 1b (5-HT1b) Receptor (cluster #2 Of 2), Eukaryotic | Eukaryotes | 4100 | 0.40 | Functional ≤ 10μM |
| CP2D6-2-E | Cytochrome P450 2D6 (cluster #2 Of 3), Eukaryotic | Eukaryotes | 1400 | 0.43 | ADME/T ≤ 10μM |
| CP2D6-2-E | Cytochrome P450 2D6 (cluster #2 Of 3), Eukaryotic | Eukaryotes | 1900 | 0.42 | ADME/T ≤ 10μM |
| CP2DQ-1-E | Cytochrome P450 2D2 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 350 | 0.48 | ADME/T ≤ 10μM |
| CP2DQ-1-E | Cytochrome P450 2D2 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 420 | 0.47 | ADME/T ≤ 10μM |
| Z50425-1-O | Plasmodium Falciparum (cluster #1 Of 22), Other | Other | 3162 | 0.41 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ADRB1_RAT | P18090 | Beta-1 Adrenergic Receptor, Rat | 2.4 | 0.64 | Binding ≤ 1μM |
| ADRB1_HUMAN | P08588 | Beta-1 Adrenergic Receptor, Human | 12 | 0.58 | Binding ≤ 1μM |
| ADRB2_CANFA | P54833 | Beta-2 Adrenergic Receptor, Canine | 2.4 | 0.64 | Binding ≤ 1μM |
| ADRB2_HUMAN | P07550 | Beta-2 Adrenergic Receptor, Human | 0.79 | 0.67 | Binding ≤ 1μM |
| ADRB3_RAT | P26255 | Beta-3 Adrenergic Receptor, Rat | 2.4 | 0.64 | Binding ≤ 1μM |
| ADRB3_HUMAN | P13945 | Beta-3 Adrenergic Receptor, Human | 12 | 0.58 | Binding ≤ 1μM |
| 5HT1A_RAT | P19327 | Serotonin 1a (5-HT1a) Receptor, Rat | 113 | 0.51 | Binding ≤ 1μM |
| 5HT1B_RAT | P28564 | Serotonin 1b (5-HT1b) Receptor, Rat | 50 | 0.54 | Binding ≤ 1μM |
| 5HT1D_RAT | P28565 | Serotonin 1d (5-HT1d) Receptor, Rat | 300 | 0.48 | Binding ≤ 1μM |
| 5HT1F_RAT | P30940 | Serotonin 1f (5-HT1f) Receptor, Rat | 300 | 0.48 | Binding ≤ 1μM |
| ADRB1_RAT | P18090 | Beta-1 Adrenergic Receptor, Rat | 1600 | 0.43 | Binding ≤ 10μM |
| ADRB1_HUMAN | P08588 | Beta-1 Adrenergic Receptor, Human | 12 | 0.58 | Binding ≤ 10μM |
| ADRB2_CANFA | P54833 | Beta-2 Adrenergic Receptor, Canine | 2.4 | 0.64 | Binding ≤ 10μM |
| ADRB2_RAT | P10608 | Beta-2 Adrenergic Receptor, Rat | 1600 | 0.43 | Binding ≤ 10μM |
| ADRB2_HUMAN | P07550 | Beta-2 Adrenergic Receptor, Human | 0.79 | 0.67 | Binding ≤ 10μM |
| ADRB3_HUMAN | P13945 | Beta-3 Adrenergic Receptor, Human | 12 | 0.58 | Binding ≤ 10μM |
| ADRB3_RAT | P26255 | Beta-3 Adrenergic Receptor, Rat | 1600 | 0.43 | Binding ≤ 10μM |
| 5HT1A_RAT | P19327 | Serotonin 1a (5-HT1a) Receptor, Rat | 113 | 0.51 | Binding ≤ 10μM |
| 5HT1B_RAT | P28564 | Serotonin 1b (5-HT1b) Receptor, Rat | 50 | 0.54 | Binding ≤ 10μM |
| 5HT1D_RAT | P28565 | Serotonin 1d (5-HT1d) Receptor, Rat | 300 | 0.48 | Binding ≤ 10μM |
| 5HT1F_RAT | P30940 | Serotonin 1f (5-HT1f) Receptor, Rat | 300 | 0.48 | Binding ≤ 10μM |
| 5HT2A_RAT | P14842 | Serotonin 2a (5-HT2a) Receptor, Rat | 3500 | 0.40 | Binding ≤ 10μM |
| 5HT2B_RAT | P30994 | Serotonin 2b (5-HT2b) Receptor, Rat | 3500 | 0.40 | Binding ≤ 10μM |
| 5HT2C_RAT | P08909 | Serotonin 2c (5-HT2c) Receptor, Rat | 3500 | 0.40 | Binding ≤ 10μM |
| 5HT2C_HUMAN | P28335 | Serotonin 2c (5-HT2c) Receptor, Human | 1400 | 0.43 | Binding ≤ 10μM |
| SCN1A_HUMAN | P35498 | Sodium Channel Protein Type I Alpha Subunit, Human | 10000 | 0.37 | Binding ≤ 10μM |
| SCN2A_HUMAN | Q99250 | Sodium Channel Protein Type II Alpha Subunit, Human | 10000 | 0.37 | Binding ≤ 10μM |
| SCN3A_HUMAN | Q9NY46 | Sodium Channel Protein Type III Alpha Subunit, Human | 10000 | 0.37 | Binding ≤ 10μM |
| SCN8A_HUMAN | Q9UQD0 | Sodium Channel Protein Type VIII Alpha Subunit, Human | 10000 | 0.37 | Binding ≤ 10μM |
| Z50425 | Z50425 | Plasmodium Falciparum | 2511.88643 | 0.41 | Functional ≤ 10μM |
| 5HT1B_HUMAN | P28222 | Serotonin 1b (5-HT1b) Receptor, Human | 4100 | 0.40 | Functional ≤ 10μM |
| CP2DQ_RAT | P10634 | Cytochrome P450 2D2, Rat | 420 | 0.47 | ADME/T ≤ 10μM |
| CP2D6_HUMAN | P10635 | Cytochrome P450 2D6, Human | 1900 | 0.42 | ADME/T ≤ 10μM |
| Description | Species |
|---|---|
| Adrenoceptors | |
| CYP2E1 reactions | |
| Fatty acids | |
| G alpha (i) signalling events | |
| G alpha (q) signalling events | |
| G alpha (s) signalling events | |
| Interaction between L1 and Ankyrins | |
| Miscellaneous substrates | |
| Serotonin receptors | |
| Xenobiotics |
