bupirimate

CHEBI:81952 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of aminopyrimidines that is 2-ethylaminopyrimidine carrying methyl, butyl and dimethylaminosulfooxy substituents at posiitons 4, 5 and 6 respectively. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:38338 CHEBI:38338
CHEBI:48199 CHEBI:48199
CHEBI:50995 CHEBI:50995
CHEBI:87207 CHEBI:87207

Chemical structure

Computed structure properties
Molecular formula	C13H24N4O3S
Charge	0
Average mass	316.427 Da
Monoisotopic mass	316.15691 Da
Source	ChEBI
InChIKey	DSKJPMWIHSOYEA-UHFFFAOYSA-N

SMILES

CCCCc1c(C)nc(NCC)nc1OS(=O)(=O)N(C)C

InChI

InChI=1S/C13H24N4O3S/c1-6-8-9-11-10(3)15-13(14-7-2)16-12(11)20-21(18,19)17(4)5/h6-9H2,1-5H3,(H,14,15,16)

Also called

5-butyl-2-(ethylamino)-6-methylpyrimidin-4-yl dimethylsulfamate (EXACT_SYNONYM)— chebi
2-Äthylamino-5-butyl-4-yl-dimethylsulfamat (EXACT_SYNONYM)— chebi
5-Butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl dimethylsulfamate (EXACT_SYNONYM)— chebi
5-Butyl-2-ethylamino-6-methylpyrimidin-4-yl dimethylsulphamate (EXACT_SYNONYM)— chebi
Dimethylsulfamic acid 5-butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl ester (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:41483-43-6
kegg.compound:C18776
patent:CN101617658
patent:CN101632364
patent:CN101632374
patent:CN101647442
patent:CN101647443
patent:DE3441674
patent:GB2112287
pesticides:bupirimate
ppdb:99
reaxys:758056
wikipedia.en:Bupirimate

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:24127 CHEBI:24127
CHEBI:35718 CHEBI:35718
CHEBI:86328 CHEBI:86328

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:81952`	bupirimate	`antibioticmech:chebi-9ddc34f8ce`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.