DIBUTOLINE SULFATE

US Previously Marketed

First approved in 1952

Details

Stereochemistry	ACHIRAL
Molecular Formula	2C15H33N2O2.O4S
Molecular Weight	642.932
Optical Activity	NONE
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[O-]S([O-])(=O)=O.CCCCN(CCCC)C(=O)OCC[N+](C)(C)CC.CCCCN(CCCC)C(=O)OCC[N+](C)(C)CC

InChI

InChIKey=YRPPIMNBOSCROA-UHFFFAOYSA-L

InChI=1S/2C15H33N2O2.H2O4S/c2*1-6-9-11-16(12-10-7-2)15(18)19-14-13-17(4,5)8-3;1-5(2,3)4/h2*6-14H2,1-5H3;(H2,1,2,3,4)/q2*+1;/p-2

HIDE SMILES / InChI

Molecular Formula	C15H33N2O2
Molecular Weight	273.4347
Charge	1
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	O4S
Molecular Weight	96.063
Charge	-2
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.drugfuture.com/chemdata/dibutoline-sulfate.html | https://jamanetwork.com/journals/jamaophthalmology/article-abstract/620956

DIBUTOLINE, an antispasmodic drug, produces paresis of smooth muscles innervated by the parasympathetic nervous system. Its effect on the smooth muscles, therefore, simulates that of paralysis of the oculomotor nerve, that is, paresis of the sphincter of the iris and the ciliary muscles. DIBUTOLINE has no effect on the ocular muscles innervated by the sympathetic nervous system.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Spasm 18 Sources: https://books.google.ru/books?id=_J2ti4EkYpkC&pg=PA1273&lpg=PA1273&dq=DIBUTOLINE retrieved from Pharmaceutical Manufacturing Encyclopedia, 3rd Edition: William Andrew Publishing, p.1273 http://www.drugfuture.com/chemdata/dibutoline-sulfate.html	Primary		Approved 8583	Dibuline Sulfate Approved Use Antispasmodic Launch Date 1951

Sourcing

Vendor/Aggregator	ID	URL
ABI Chem	AC1L1VWB
NCI Plated 2007	42177
NovoSeek	10764
THE BioTek	bt-437537	https://www.thebiotek.com/product/others/bt-437537
ZINC	ZINC000001675024	http://zinc15.docking.org/substances/ZINC000001675024

PubMed

Title	Date	PubMed
Further clinical observations on the use of dibutoline, a new antispasmodic drug.	1948-08	18884740
Clinical evaluation of dibutoline in diseases of the gastro-intestinal tract.	1948-02-15	18935656
Report of a preliminary clinical trial of dibutoline, a new antispasmotic drug.	1947-02	20288011

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:04:14 GMT 2025` Edited by `admin` on `Mon Mar 31 18:04:14 GMT 2025`
Record UNII	1W7R63X54A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-42177

Preferred Name

English

DIBUTOLINE SULFATE

Common Name

English

AMMONIUM, ETHYL(2-HYDROXYETHYL)DIMETHYL-, DIBUTYLCARBAMATE (ESTER), SULFATE (2:1)

Common Name

English

(2-DIBUTYLCARBAMYLOXYETHYL)DIMETHYLETHYLAMMONIUMSULFATE

Common Name

English

AMMONIUM, ETHYL(2-HYDROXYETHYL)DIMETHYL-, DIBUTYLCARBAMATE (ESTER), SULPHATE (2:1)

Common Name

English

DIBUTOLINE SULFATE [MI]

Common Name

English

(2-DIBUTYLCARBAMYLOXYETHYL)DIMETHYLETHYLAMMONIUMSULPHATE

Common Name

English

ETHANAMINIUM, 2-(((DIBUTYLAMINO)CARBONYL)OXY)-N-ETHYL-N,N-DIMETHYL-, SULPHATE (2:1)

Systematic Name

English

DIBUTOLINE SULPHATE

Common Name

English

ETHANAMINIUM, 2-(((DIBUTYLAMINO)CARBONYL)OXY)-N-ETHYL-N,N-DIMETHYL-, SULFATE (2:1)

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29704