U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C24H34N2O18S3.2Na
Molecular Weight 780.704
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLUCOSULFONE SODIUM

SMILES

[Na+].[Na+].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(NC1=CC=C(C=C1)S(=O)(=O)C2=CC=C(NC([C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)S([O-])(=O)=O)C=C2)S([O-])(=O)=O

InChI

InChIKey=NLLGJEMIZSAJFN-AAFOHLTDSA-L
InChI=1S/C24H36N2O18S3.2Na/c27-9-15(29)17(31)19(33)21(35)23(46(39,40)41)25-11-1-5-13(6-2-11)45(37,38)14-7-3-12(4-8-14)26-24(47(42,43)44)22(36)20(34)18(32)16(30)10-28;;/h1-8,15-36H,9-10H2,(H,39,40,41)(H,42,43,44);;/q;2*+1/p-2/t15-,16-,17-,18-,19+,20+,21-,22-,23?,24?;;/m1../s1

HIDE SMILES / InChI
Molecular Formula C24H34N2O18S3
Molecular Weight 734.724
Charge -2
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 8 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED
Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Glucosulfone (Glucosulfone Free Acid, or Promin) is a compound used to treat mycobacterial infections, such as tuberculosis and leprosy. It is converted to dapsone in the body, which also has been shown to have therapeutic effects against dermatitis herpetiformis, actinomycotic mycetoma, asthma, malaria, rheumatoid arthritis, Kaposiís sarcoma, pneumocystis carinii (pneumonia), subcorneal pustular dermatosis and cystic acne. Once converted to dapsone, it has haemotoxic effects (destroying red blood cells, or disrupting blood clotting, potentially causing organ or tissue damage).

Approval Year

1945
29
Doses

Doses

DosePopulationAdverse events​
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Disc. AE: Allergic dermatitis...
Other AEs: Anemia, Leucopenia...
AEs leading to
discontinuation/dose reduction:
Allergic dermatitis (3%)
Other AEs:
Anemia (46%)
Leucopenia (3%)
Allergic dermatitis (16%)
Allergic rhinitis (1.5%)
Headache (grade 1)
Nausea (grade 1, 35%)
Vomiting (7%)
Erythema nodosum leprosum (3%)
Iridocyclitis (10%)
Lymphadenitis (1.5%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
AEs

AEs

AESignificanceDosePopulation
Allergic rhinitis 1.5%
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Lymphadenitis 1.5%
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Iridocyclitis 10%
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Allergic dermatitis 16%
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Erythema nodosum leprosum 3%
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Leucopenia 3%
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Allergic dermatitis 3%
Disc. AE
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Anemia 46%
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Vomiting 7%
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Headache grade 1
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Nausea grade 1, 35%
5 g 1 times / day multiple, intravenous
Studied dose
Dose: 5 g, 1 times / day
Route: intravenous
Route: multiple
Dose: 5 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
unhealthy, adult
n = 68
Health Status: unhealthy
Condition: leprosy
Age Group: adult
Sex: M+F
Population Size: 68
Sources:
https://pubmed.ncbi.nlm.nih.gov/5950351/
Sourcing

Sourcing

Vendor/AggregatorIDURL
ABI Chem
AC1LAFKP
BOC Sciences
554-18-7
Compound Cloud
10440240
Compound Cloud
487090
NovoSeek
10440240
THE BioTek
bt-447769
https://www.thebiotek.com/product/others/bt-447769
ZINC
ZINC000008214572
http://zinc15.docking.org/substances/ZINC000008214572
ZINC
ZINC000095628283
http://zinc15.docking.org/substances/ZINC000095628283
ZINC
ZINC000095628284
http://zinc15.docking.org/substances/ZINC000095628284
eMolecules
110040929
Patents

Patents

7790905
106
7927613
118
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:39:21 GMT 2023
Edited
by admin
on Fri Dec 15 15:39:21 GMT 2023
Record UNII
I6RLN7D44F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLUCOSULFONE SODIUM
MART.   MI   WHO-DD  
Common Name English
P,P'-SULPHONYLDIANILINE N,N'-DIGLUCOSIDE DISODIUM DISULPHONATE
Common Name English
GLUCOSULFONE SODIUM [MI]
Common Name English
501-P
Code English
GLUCOSULPHONE SODIUM
Common Name English
SN-166
Code English
PROMANIDE
Common Name English
NSC-512486
Code English
SODIUM GLUCOSULFONE
USP  
Official Name English
GLUCOSULFONE DISODIUM [MART.]
Common Name English
PROTOMIN
Common Name English
P,P'-SULFONYLDIANILINE N,N'-DIGLUCOSIDE DISODIUM DISULFONATE
Common Name English
1,1'-(SULFONYLBIS(4,1-PHENYLENEIMINO))BIS(1-DEOXY-1-SULFO-D-GLUCITOL) DISODIUM SALT
Common Name English
glucosulfone [INN]
Common Name English
GLUCOSULFONE SODIUM [MART.]
Common Name English
Glucosulfone sodium [WHO-DD]
Common Name English
NSC-36701
Code English
GLUCOSULFONE DISODIUM
MART.  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C849
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
Code System Code Type Description
EVMPD
SUB07939MIG
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID10873666
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
NCI_THESAURUS
C87219
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
NSC
512486
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
WIKIPEDIA
Promin
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105860
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
CAS
554-18-7
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
FDA UNII
I6RLN7D44F
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
MERCK INDEX
m5769
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
209-064-6
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
PUBCHEM
10440240
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
INN
1939
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
NSC
36701
Created by admin on Fri Dec 15 15:39:21 GMT 2023 , Edited by admin on Fri Dec 15 15:39:21 GMT 2023
PRIMARY
Related Record Type Details
Structure of GLUCOSULFONE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of GLUCOSULFONE
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