CAS 135-23-9|CAS 91-80-5|Dozar|Thionylan|Pyrinistol|Methapyrilene HCL|Rest-on|Thenylene|Barhist|Tenalin|Methacon|Teralin|N,N-Dimethyl-N'-pyrid-2-yl-N'-2-thenylethylenediamine|Pyrathyn|Somnicaps|Meth...

General Information

Structure

Molecular Formula

C₁₄H₂₀ClN₃S

Molecular Mass

297.8467

Exact Mass

297.10664634

Charge

InChI

InChI=1S/C14H19N3S.ClH/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14;/h3-8,11H,9-10,12H2,1-2H3;1H

InChIKey

BONORRGKLJBGRV-UHFFFAOYSA-N

Canonic Smiles

CN(CCN(c1ccccn1)Cc1cccs1)C.Cl

Isomeric Smiles

Cl.s1c(CN(CCN(C)C)c2ncccc2)ccc1

Calculated Properties

JChem

LogD (pH = 7.4)

1.73

LogD (pH = 5.5)

-0.15

Log P

3.11

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

8.76

Polar Surface Area

19.37

Polarizability

29.40

Molar Refractivity

78.16

LOG S

-2.42

Data Source

Names and Identifiers

Synonyms

Methapyrilene HCLN,N-Dimethyl-N'-pyrid-2-yl-N'-2-thenylethylenediamineMethoxyleneMethapyrileneMethapyrilineMethapyrilene hydrochlorideMethypyrilene hydrochloride2-[[2-(Dimethylamino)ethyl]-2-thenylamino]pyridineMETHAPYRILENE HYDROCHLORIDEN,N-Dimethyl-N′-(2-pyridinyl)-N′-(2-thienylmethyl)-1,2-ethanediamine hydrochlorideMethapyrilene hydrochlorideMethapyrilene HCl盐酸美沙吡林Blue LineCoryzolTem-HistineHistadylPyrathynBarhistSomnicapsLullaminHistafedThenylpyramine HydrochlorideMethaconTeralinN,N-Dimethyl-N'-2-pyridinyl-N'-(2-thienylmethyl)-1,2-ethanediamine MonoHydrochlorideCohistineN1,N1-Dimethyl-N2-2-pyridinyl-N2-(2-thienylmethyl)-1,2-ethanediamine HydrochlorideCapathynThenylene HydrochlorideThenylene hydrochlorideThenylpyramine hydrochloride2-((2-(Dimethylamino)ethyl)-2-thenylamino)pyridine monohydrochloridemethypyrilene hydrochloridemethapyrilene hydrochlorideMethoxylene

IUPAC name

N-[2-(dimethylamino)ethyl]-N-(thiophen-2-ylmethyl)pyridin-2-amine hydrochloride N-[2-(dimethylamino)ethyl]-N-[(thiophen-2-yl)methyl]pyridin-2-amine hydrochloride

Brand Name

MethaconTeralinThionylanSleepwellCapathynRest-onThenyleneBarhistDorminHistafedDozarSomnicapsTem-histineParadormaleneBlue lineHistadylLulaminTenalinPyrathynMethaphenilenePyrinistolPyrinistabSemikonThenylpyramineCoryzolMetapyrileneRestrylLullamin

IUPAC Traditional name

methapyrilene hydrochloride rest-on hydrochloride blue line

Names and Identifiers

Registration numbers

CAS Number

EC Number

MDL Number

PubChem CID

PubChem SID

24867939160967795465050072427857424712406

PubMed Citation Links

Patent number

CHEMBL

DrugBank ID

CHEBI ID

SureChEMBL Database

CompTox Database

ACToR Database

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

2.87 [SANGSTER (1994)]

Solubility

0.601 mg/mL at 30 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]

Product Information

Certificate of Analysis

Download link

Grade

analytical standard

Packaging

ampule of 1000 mg

Salt Data

hydrochloride

Pharmacology Properties

Gene Information

human ... HRH1(3269)

Target

Others

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

05209922

MP Biomedicals Rare Chemical collection

Sigma Aldrich

M9125

Biochem/physiol Actions
H1 histamine receptor antagonist. Potent liver carcinogen in rats.
Other Notes
Supplied only to established institutions. Telephone orders not accepted.

DrugBank

DB04819

Drug Groups

withdrawn

Description

Methapyrilene, formerly marketed in many drug products, was shown to be
a potent carcinogen. Manufacturers voluntarily withdrew methapyriline
drug products from the market in May and June 1979.

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

TRC

M259970

Methapyrilene is used as antihistaminic agent.

ChEBI

CHEBI:38213

A hydrochloride that is the monohydrochloride salt of methapyrilene.

Molecule Details

References

PubChem Literature

From Data Sources

• Dertinger, S., et al.: Toxicol. Sci., 115, 401 (1981)

• Eastmond, D., et al.: Mutagenesis, 24, 341 (1981)

• Calandre, E.P., et al.: Clin. Pharmacol. Ther., 29, 527 (1981)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

N-[2-(dimethylamino)ethyl]-N-(thiophen-2-ylmethyl)pyridin-2-amine hydrochloride N-[2-(dimethylamino)ethyl]-N-[(thiophen-2-yl)methyl]pyridin-2-amine hydrochloride

Brand Name

IUPAC Traditional name

methapyrilene hydrochloride rest-on hydrochloride blue line

Registration numbers

CAS Number

EC Number

MDL Number

PubChem CID

PubChem SID

24867939160967795465050072427857424712406

PubMed Citation Links

Patent number

CHEMBL

DrugBank ID

CHEBI ID

SureChEMBL Database

CompTox Database

ACToR Database

Properties

Physical Property

Hydrophobicity(logP)

2.87 [SANGSTER (1994)]

Solubility

0.601 mg/mL at 30 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]

Product Information

Certificate of Analysis

Download link

Grade

analytical standard

Packaging

ampule of 1000 mg

Salt Data

hydrochloride

Pharmacology Properties

Gene Information

human ... HRH1(3269)

Target

Others

Molecule Details

MP Biomedicals

05209922

MP Biomedicals Rare Chemical collection

Sigma Aldrich

M9125

Biochem/physiol Actions
H1 histamine receptor antagonist. Potent liver carcinogen in rats.
Other Notes
Supplied only to established institutions. Telephone orders not accepted.

DrugBank

DB04819

Drug Groups

withdrawn

Description

Methapyrilene, formerly marketed in many drug products, was shown to be
a potent carcinogen. Manufacturers voluntarily withdrew methapyriline
drug products from the market in May and June 1979.

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

TRC

M259970

Methapyrilene is used as antihistaminic agent.

ChEBI

CHEBI:38213

A hydrochloride that is the monohydrochloride salt of methapyrilene.

References

PubChem Literature