CAS 37686-84-3|S(+)-N,N-Diethyl-N′([8α]-6-methylergolin-8-yl)urea|S(+)-Terguride (5R, 8S, 10R)|3,3-diethyl-1-[(2R,4S,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.02,7.01</sup...

General Information

Structure

Molecular Formula

C₂₀H₂₈N₄O

Molecular Mass

340.46252

Exact Mass

340.22631154

Charge

InChI

InChI=1S/C20H28N4O/c1-4-24(5-2)20(25)22-14-10-16-15-7-6-8-17-19(15)13(11-21-17)9-18(16)23(3)12-14/h6-8,11,14,16,18,21H,4-5,9-10,12H2,1-3H3,(H,22,25)/t14-,16+,18+/m0/s1

InChIKey

JOAHPSVPXZTVEP-YXJHDRRASA-N

Canonic Smiles

CCN(C(=O)N[C@@H]1CN(C)[C@H]2[C@H](C1)c1cccc3c1c(C2)c[nH]3)CC

Isomeric Smiles

CCN(CC)C(=O)N[C@H]1C[C@@H]2c3cccc4c3c(c[nH]4)C[C@H]2N(C1)C

Calculated Properties

JChem

Acid pKa

15.539188

H Acceptors

H Donor

LogD (pH = 5.5)

0.20163696

LogD (pH = 7.4)

1.8428042

Log P

2.2022138

Molar Refractivity

101.1931

Polarizability

39.982605

Polar Surface Area

51.37

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

S(+)-N,N-Diethyl-N′([8α]-6-methylergolin-8-yl)ureaS(+)-Terguride (5R, 8S, 10R)S(+)-TergurideTerguride(+)-TergurideTerguridN,N-Diethyl-N'-[(8α)-6-methylergolin-8-yl]ureaN,N-Diethyl-N'-(D-6-methyl-10α-isoergolin-8-yl)urea6-Methyl-8α-(diethylcarbamoylamino)ergoline(+)-(5R,8S,10R)-Terguridetrans-Dihydro Lisuride trans-Dihydrolisuride(5R,8S,10R)-Terguride9,10α-DihydrolisurideTDHL

IUPAC name

3,3-diethyl-1-[(2R,4S,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(15),9,12(16),13-tetraen-4-yl]urea 3,3-diethyl-1-[(2R,4S,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-4-yl]urea

IUPAC Traditional name

3,3-diethyl-1-[(2R,4S,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(15),9,12(16),13-tetraen-4-yl]urea terguride

Names and Identifiers

Registration numbers

MDL Number

PubChem SID

CAS Number

EC Number

PubChem CID

Registration numbers

Properties

Physical Property

Solubility

H2O: insoluble

DMSO: soluble

ethanol: soluble

Optical Rotation

[α]20/D +28°, c = 0.2 in pyridine(lit.)

Apperance

white

Pharmacology Properties

Gene Information

human ... DRD2(1813)rat ... Drd2(24318)

Product Information

Certificate of Analysis

Download link

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

T165

Biochem/physiol Actions
Ergot derivative; dehydrogenated analog of lisuride; D2 dopamine receptor partial agonist.

TRC

D449495

An ergot alkaloid derivative that acts as a partial dopamine D2-receptor agonist. An anti-hyperprolactinemia agent.

Molecule Details

References

PubChem Literature

From Data Sources

• McDougall, S. et al.: Psychopharmacol., 178, 431 (1995)

• Spealman, R.D.: Pharmacol. Biochem. Behav., 51, 661 (1995)

• Yamada, Y. et al.: Yakug. Zas., 123, 255 (1995)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Commercial Catalog

Academic Data

Names and Identifiers

Synonyms

IUPAC name

IUPAC Traditional name

3,3-diethyl-1-[(2R,4S,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(15),9,12(16),13-tetraen-4-yl]urea terguride

Registration numbers

MDL Number

PubChem SID

CAS Number

EC Number

PubChem CID

Properties

Physical Property

Solubility

H2O: insoluble

DMSO: soluble

ethanol: soluble

Optical Rotation

[α]20/D +28°, c = 0.2 in pyridine(lit.)

Apperance

white

Pharmacology Properties

Gene Information

human ... DRD2(1813)rat ... Drd2(24318)

Product Information

Certificate of Analysis

Download link

Molecule Details

Sigma Aldrich

T165

Biochem/physiol Actions
Ergot derivative; dehydrogenated analog of lisuride; D2 dopamine receptor partial agonist.

TRC

D449495

An ergot alkaloid derivative that acts as a partial dopamine D2-receptor agonist. An anti-hyperprolactinemia agent.

References

PubChem Literature

From Data Sources

• McDougall, S. et al.: Psychopharmacol., 178, 431 (1995)

• Spealman, R.D.: Pharmacol. Biochem. Behav., 51, 661 (1995)

• Yamada, Y. et al.: Yakug. Zas., 123, 255 (1995)

Bioactivity

PubChem BioAssay

Molecule

ID:132219