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Details

Stereochemistry ACHIRAL
Molecular Formula C19H29N3O2
Molecular Weight 331.4525
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BATEBULAST

SMILES

CC(C)(C)C1=CC=C(OC(=O)[C@H]2CC[C@H](CNC(N)=N)CC2)C=C1

InChI

InChIKey=HXLJIJAWKVNQNT-HDJSIYSDSA-N
InChI=1S/C19H29N3O2/c1-19(2,3)15-8-10-16(11-9-15)24-17(23)14-6-4-13(5-7-14)12-22-18(20)21/h8-11,13-14H,4-7,12H2,1-3H3,(H4,20,21,22)/t13-,14-

HIDE SMILES / InChI

Molecular Formula C19H29N3O2
Molecular Weight 331.4525
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Batebulast (NCO-650) is an anti-allergic drug. It significantly inhibited both the initial and secondary increases in cAMP stimulated by antigen, anti-IgE and concanavalin A (Con A) in rat peritoneal mast cells. It strongly inhibited the incorporation of the 3H-methyl moiety into phospholipid by antigen, anti-IgE and Con A during histamine release. Batebulast significantly inhibited the compound 48/80-induced bronchoconstriction in dogs. Batebulast had no effect on the bronchoconstriction induced by inhalation of acetylcholine, suggesting that NCO-650 appears to have no anti-cholinergic effect and thus no effect on the vagal reflex that occurred during the asthmatic responses. NCO-650 may be useful for the treatment of bronchial asthma as an orally active drug. Batebulast has been in phase II clinical trials for the treatment of asthma in Japan. However, this research has been discontinued.

Approval Year

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Dog data
Intravenous dose - 1 and 5 mg/kg and Intraduodenal - 10, 30 and 100 mg/kg
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:48:33 GMT 2023
Edited
by admin
on Sat Dec 16 17:48:33 GMT 2023
Record UNII
311WUU3BVY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BATEBULAST
INN  
INN  
Official Name English
P-TERT-BUTYLPHENYL TRANS-4-(GUANIDINOMETHYL)CYCLOHEXANECARBOXYLATE
Common Name English
batebulast [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C783
Created by admin on Sat Dec 16 17:48:33 GMT 2023 , Edited by admin on Sat Dec 16 17:48:33 GMT 2023
NCI_THESAURUS C29578
Created by admin on Sat Dec 16 17:48:33 GMT 2023 , Edited by admin on Sat Dec 16 17:48:33 GMT 2023
Code System Code Type Description
EVMPD
SUB06109MIG
Created by admin on Sat Dec 16 17:48:33 GMT 2023 , Edited by admin on Sat Dec 16 17:48:33 GMT 2023
PRIMARY
CAS
81907-78-0
Created by admin on Sat Dec 16 17:48:33 GMT 2023 , Edited by admin on Sat Dec 16 17:48:33 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106704
Created by admin on Sat Dec 16 17:48:33 GMT 2023 , Edited by admin on Sat Dec 16 17:48:33 GMT 2023
PRIMARY
FDA UNII
311WUU3BVY
Created by admin on Sat Dec 16 17:48:33 GMT 2023 , Edited by admin on Sat Dec 16 17:48:33 GMT 2023
PRIMARY
SMS_ID
100000081313
Created by admin on Sat Dec 16 17:48:33 GMT 2023 , Edited by admin on Sat Dec 16 17:48:33 GMT 2023
PRIMARY
NCI_THESAURUS
C72718
Created by admin on Sat Dec 16 17:48:33 GMT 2023 , Edited by admin on Sat Dec 16 17:48:33 GMT 2023
PRIMARY
INN
6921
Created by admin on Sat Dec 16 17:48:33 GMT 2023 , Edited by admin on Sat Dec 16 17:48:33 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY