SK&F 81297

HCID 1218

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 71636-61-8
Standard SMILES: Oc1cc2c(c(Cl)c1O)CCNCC2c1ccccc1
InChIKey: GHWJEDJMOVUXEC-UHFFFAOYSA-N
Molecular formula: C16H16ClNO2
Average molar mass: 289.75 g/mol
Monoisotopic mass: 289.08695643

Overview

9-chloro-5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol is a benzazepine.

Names & identifiers

Preferred name: SK&F 81297
IUPAC: 9-chloro-5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol
English name: (+/-)-6-CHLORO-7,8-DIHYDROXY-1-PHENYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINE HYDROBROMIDE
Molecular formula: C16H17BrClNO2
Molecular weight: 370.67

Names & synonyms

71636-61-8Skf-81297SKF 81297SK&F 81297SKF81297SK&F-812979GBP09E08KDTXSID30438156-chloro-1-phenyl-2,3,4,5-tetrahydro-1h-3-benzazepine-7,8-diolSKF-81,297RefChem:183349DTXCID1023815

Show more names

sk&f81297(±)-6-Chloro-PBSKF 81297 hydrobromiSKF 81297 HYDROBROMIDE(+/-)-SKF-81297 HYDROBROMIDE(±)-6-Chloro-PB hydrobromide(+/-)-6-CHLORO-PB HYDROBROMIDE(+-)-6-CHLORO-PB HYDROBROMIDE (+-)-SKF-8 1297, HCL2,3,4,5-Tetrahydro-6-chloro-1-phenyl-1H-3-benzazepine-7,8-diol

9-chloro-5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol6-Chloro-2,3,4,5-tetrahydro-1-phenyl-1H-3-benzazepine-7,8-diol1H-3-Benzazepine-7,8-diol,6-chloro-2,3,4,5-tetrahydro-1-phenyl-UNII-9GBP09E08KGHWJEDJMOVUXEC-UHFFFAOYSA-N6-Chloro-PB hydrobromideLopac0_001162GTPL938

Database identifiers

CAS: 71636-61-8
PubChem CID: 1218
DTXSID: DTXSID3043815
ChEMBL: CHEMBL353335
ChEBI: CHEBI:91517
UNII: 9GBP09E08K
EC Number: 635-324-7
Nikkaji: J245.676A

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 52.5 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 20
Formal charge: 0
Complexity: 322

Physicochemical properties

storage temp.: 4 °C · Desiccate at +4°C
solubility: 2 O: · H2O: 1.7 mg/mL
form: solid
color: gray
Water Solubility: 2 O: · H2O: 1.7mg/mLDMSO: >10mg/mLethanol: 6.3mg/mL
InChI: 1S/C16H16ClNO2.BrH/c17-15-11-6-7-18-9-13(10-4-2-1-3-5-10)12(11)8-14(19)16(15)20;/h1-5,8,13,18-20H,6-7,9H2;1H
InChIKey: RMIJGBMRNYUZRG-UHFFFAOYSA-N
SMILES: Br[H].Oc1cc2C(CNCCc2c(Cl)c1O)c3ccccc3
FDA UNII: 9 GBP09E08K · 9GBP09E08K
UNSPSC Code: 12352200 · 12352200
NACRES: 77 · NA.77
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 22 · 22-26-36
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 22-26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationDrugs that bind to and activate dopamine receptors.

Applications · 1 item

Uses(±)-6-Chloro-PB hydrobromide has been used as a dopamine D1 receptor (Drd1a) agonist to study the role of the drd1a-dopamine receptor inactivation of extracellular signalregulated protein kinase 1/2 (ERK1/2) in the wild-type and striatum of dopamine-depleted mice. It has also been used as a Drd1a agonist to identify the contribution of D1 (D1R)-like dopamine receptor signaling on learning and memory in Barnes maze in rats.