RIFAMEXIL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C42H55N3O11S
Molecular Weight	809.965
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN(CC)C1=NC2=C(S1)C3=C(O)C4=C(O)C(C)=C5O[C@](C)(O\C=C\[C@H](OC)[C@@H](C)[C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(C)C(=O)N3)C(=O)C5=C24

InChI

InChIKey=QTLQVMGAXZJADU-ZRWMMNBYSA-N

InChI=1S/C42H55N3O11S/c1-12-45(13-2)41-44-30-27-28-34(49)24(8)37-29(27)39(51)42(10,56-37)54-18-17-26(53-11)21(5)36(55-25(9)46)23(7)33(48)22(6)32(47)19(3)15-14-16-20(4)40(52)43-31(35(28)50)38(30)57-41/h14-19,21-23,26,32-33,36,47-50H,12-13H2,1-11H3,(H,43,52)/b15-14+,18-17+,20-16-/t19-,21+,22+,23+,26-,32-,33+,36+,42-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C42H55N3O11S
Molecular Weight	809.965
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800003612| https://www.ncbi.nlm.nih.gov/pmc/articles/PMC245319/pdf/aac00054-0116.pdf

Rifamexil (also known as MDL 62769 or P/DEA) is a derivative of rifamycin (a natural antibiotic produced by Amycolatopsis rifamycinica). This drug has greater intrinsic activity against Myobacterium avium (MAC) than rifampin. Information on current use of this compound is not available.

Originator

Approval Year

PubMed

Title	Date	PubMed
In vivo activities of newer rifamycin analogs against Mycobacterium avium infection.	1991-10	1662021
Synthesis and biological activity of some derivatives of rifamycin P.	1990-05	2329569
Bactericidal activity in vitro of various rifamycins against Mycobacterium avium and Mycobacterium tuberculosis.	1990-03	2155555

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:25:37 GMT 2025` Edited by `admin` on `Mon Mar 31 18:25:37 GMT 2025`
Record UNII	61TWQ7Q5NB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MDL 62,769

Preferred Name

English

RIFAMEXIL

Official Name

English

rifamexil [INN]

Common Name

English

(9S,12E,14S,15S,16S,17R,18R,19R,20S,21S,22E,24Z)-2-(DIETHYLAMINO)-5,6,16,18,20-PENTAHYDROXY-14-METHOXY-7,9,15,17,19,21,25-HEPTAMETHYL-9,4-(EPOXYPENTADECA(1,11,13)TRIENIMINO)FURO(2',3':7,8)NAPHTHO(1,2-D)THIAZOLE-10,26(9H)-DIONE, 16-ACETATE

Common Name

English

RIFAMEXIL [USAN]

Common Name

English

RIFAMYCIN P, 2'-(DIETHYLAMINO)-

Common Name

English

MDL-62769

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C258