PARAROSANILINE PAMOATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H16O6.2C19H17N3.2H2O
Molecular Weight	999.1169
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.O.NC1=CC=C(C=C1)C(C2=CC=C(N)C=C2)=C3C=CC(=N)C=C3.NC4=CC=C(C=C4)C(C5=CC=C(N)C=C5)=C6C=CC(=N)C=C6.OC(=O)C7=CC8=CC=CC=C8C(CC9=C%10C=CC=CC%10=CC(C(O)=O)=C9O)=C7O

InChI

InChIKey=HFAAHEOLTBJLBO-UHFFFAOYSA-N

InChI=1S/C23H16O6.2C19H17N3.2H2O/c24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29;2*20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15;;/h1-10,24-25H,11H2,(H,26,27)(H,28,29);2*1-12,20H,21-22H2;2*1H2

HIDE SMILES / InChI

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

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

Molecular Formula	C23H16O6
Molecular Weight	388.3695
Charge	0
Count

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

Molecular Formula	C19H17N3
Molecular Weight	287.3584
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14181573 | https://www.ncbi.nlm.nih.gov/pubmed/5299751

Pararosaniline pamoate (CI 403-A) was developed as an orally active drug for the treatment of Schistosoma japonicum infection. The clinical trial has shown that capsules were safe and effective; in addition, this drug was well tolerated with a minimum of side effects, which were mostly mild and transient and did not require interruption of treatment. Besides, pararosaniline pamoate was an inhibitor of E.histolytica Hsp90 (EhHsp90) with promising activity against the parasite Pararosaniline pamoate, that causes amebiasis worldwide. Information about the current use of this drug is not available.

Approval Year

PubMed

Title	Date	PubMed
Heat shock protein 90 inhibitors repurposed against Entamoeba histolytica.	2015	26029171
Pararosaniline pamoate (CI-403-A) in the treatment of Schistosoma japonicum infection in the Philippines.	1967	5299751
[CI-403 (PARAROSANILINE PAMOATE) IN THE TREATMENT OF SCHISTOSOMIASIS MANSONI IN BRAZIL].	1964-07	14181573

Sample Use Guides

In Vivo Use Guide

Given orally in gelatin capsules, the drug was well tolerated even in children, with few side-effects, and was both curative and suppressive when administered in a maximum dosage of 35-40 mg/kg body-weight per day for as many as 52 days spread over a total treatment period of 203 days

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:25:28 GMT 2025` Edited by `admin` on `Mon Mar 31 18:25:28 GMT 2025`
Record UNII	856KL5XV3O
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CI 403A

Preferred Name

English

PARAROSANILINE PAMOATE

Official Name

English

PARAROSANILINE PAMOATE [USAN]

Common Name

English

NSC-107529

Code

English

PARAROSANILINE EMBONATE DIHYDRATE

Common Name

English

NSC-758408

Code

English

CN-15573-23A

Code

English

.ALPHA.-(P-AMINOPHENYL)-.ALPHA.-(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)-P-TOLUIDINE 4,4'-METHYLENEBIS(3-HYDROXY-2-NAPHTHOATE) (2:1) DIHYDRATE

Common Name

English

CI-403A

Code

English

CN-15,573-23A

Code

English

PS-1286

Code

English

2-NAPHTHALENECARBOXYLIC ACID, 4,4'-METHYLENEBIS(3-HYDROXY-, COMPD. WITH 4-((4-AMINOPHENYL)(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)METHYL)BENZENAMINE (1:2) DIHYDRATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C461