HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.8
  1. Home
  2. /Compound

7-(2-((2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl)amino)ethyl)-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione

HCID 71857
NotesReactions
Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
13460-98-5
Standard SMILES
Cn1c(=O)c2c(ncn2CCNCC(O)c2ccc(O)c(O)c2)n(C)c1=O
InChIKey
WMCMJIGLYZDKRN-UHFFFAOYSA-N
Molecular formula
C17H21N5O5
Average molar mass
375.4 g/mol
Monoisotopic mass
375.15426879

Overview

Theodrenaline is an oxopurine.

Names & identifiers

Preferred name
7-(2-((2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl)amino)ethyl)-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione
IUPAC
7-[2-[[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]ethyl]-1,3-dimethylpurine-2,6-dione
English name
Theodrenaline
Molecular formula
C17H21N5O5
Molecular weight
375.38

Names & synonyms

Theodrenaline13460-98-5TeodrenalinaNoradrenaline theophyllineTheodrenalinaTheodrenalinumRW8PD99T8G7-(2-(2-Hydroxy-2-(3,4-dihydroxyphenyl)ethylamino)ethyl)theophylline7-(2-((2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl)amino)ethyl)-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dioneRefChem:897612C01CA237-(2-((2-(3,4-dihydroxyphenyl)-2-hydroxyethyl)amino)ethyl)-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
Show more names
7-[2-[[2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]amino]ethyl]theophyline7-[2-[[2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]amino]ethyl]-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione1H-Purine-2,6-dione, 7-[2-[[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]ethyl]-3,7-dihydro-1,3-dimethyl-
7-[2-[[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]ethyl]-1,3-dimethylpurine-2,6-dioneTheodrenaline (INN)7-(2-(2-(3,4-Dihydroxyphenyl)-2-hydroxyethylamino)ethyl)theophyllineTHEODRENALINE [INN]NorphedrinoethyltheophyllineTheodrenalina [DCIT]Theodrenaline [INN:BAN]Teodrenalina [INN-Spanish]

Properties

Computed structural properties

XLogP
-0.8
Topological polar surface area
131 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
7
Rotatable bonds
6
Heavy atoms
27
Formal charge
0
Complexity
564

Experimental & physicochemical properties

DrugsPharmaceuticals

Physicochemical properties

Boiling point
723.6 · 723.6±70.0 °C(Predicted)
Density
1.51 · 1.51±0.1 g/cm3(Predicted)
storage temp.
-20 °C · Store at -20°C
solubility
Soluble in DMSO
pka
9.59 · 9.59±0.10(Predicted)
FDA UNII
8 PD99T8G · RW8PD99T8G

Chemistry & industry

Pharmacology

ATC Code · 2 items

C - Cardiovascular system

QC - Cardiovascular system

MeSH Pharmacological Classification · 1 item

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

Uses & manufacturing

UsesUse (kg; approx.) in Germany (2009): >25
Preparation methods · 1 item

Preparationsolution of 27 g of ω-chloroacetylcatechol in 150 ml of ethanol was added dropwise over 2 hours to a stirred reflux solution of 81 g of 7-(β-aminoethyl)theophylline in 200 ml of 60% ethanol. The mixture was then boiled for 3.5 hours under nitrogen purging. The precipitate was separated by filtration, washed with water, and dried. The product was suspended in alcohol and mixed with hydrochloric acid while heating until an acid reaction was observed. After cooling, the mixture was filtered. In this manner, 37 g of 7-[β-(β'-3,4-dihydroxyphenyl-β'-oxoethylamino)ethyl]theophylline hydrochloride with a melting point of 246-249 °C was obtained. To obtain an analytically pure product, the hydrochloride was dissolved in water and precipitated with acetone. 7.1 g of 7-[β-(β'-3,4-dihydroxyphenyl-β'-oxoethylamino)ethyl]theophylline hydrochloride was dissolved in 500 ml of distilled water and hydrogenated at 48°C in the presence of 1 g of platinum oxide. When no further hydrogen absorption occurred after approximately 5 hours, the mixture was evaporated to dryness under vacuum. Purification was performed by absorbing methanol and mixing with ethyl acetate. The Theodrenaline hydrochloride crystals obtained after several days were separated by suction filtration and dried in a desiccator to give 6.1 g.

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
13460-98-5
PubChem CID
71857
DTXSID
DTXSID40864406
ChEMBL
CHEMBL2107608
ChEBI
CHEBI:135580
UNII
RW8PD99T8G
Nikkaji
J8.116G

Upstream & downstream products

Upstream raw materials

Platinum dioxide

Suppliers10 total

銳迪國際科技有限公司18024082417 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
湖北恩星生物科技有限公司16621771607 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
BOC Sciences[email protected]
Shaanxi Dideu New Materials Co. Ltd18192503167 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
陕西缔都化学有限公司17691182729 17392216275 · [email protected]

Additional notes

DefinitionChEBI: Theodrenaline is an oxopurine.