arsphenamine

CHEBI:9016 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

Arsphenamine, also known as Salvarsan and 606, is a drug that was used beginning in the 1910s to treat syphilis and trypanosomiasis. It is an organoarsenic compound and was the first modern chemotherapeutic agent. — PMID:18679046

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

organoarsenic antibioticARO:3000551

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:33406 CHEBI:33406
CHEBI:36807 CHEBI:36807
CHEBI:50954 CHEBI:50954
ARO:3000551 ARO:3000551

Chemical structure

Computed structure properties
Molecular formula	C12H14As2N2O2.2Cl
Charge	0
Average mass	439.006 Da
Monoisotopic mass	437.88643 Da
Source	ChEBI
InChIKey	VLAXZGHHBIJLAD-UHFFFAOYSA-N

SMILES

[Cl-].[Cl-].[NH3+]c1cc([As]=[As]c2ccc(O)c([NH3+])c2)ccc1O

InChI

InChI=1S/C12H12As2N2O2.2ClH/c15-9-5-7(1-3-11(9)17)13-14-8-2-4-12(18)10(16)6-8;;/h1-6,17-18H,15-16H2;2*1H

Also called

3,3'-(diarsene-1,2-diyl)bis(6-hydroxybenzenaminium) dichloride (EXACT_SYNONYM)— chebi
3,3'-diamino-4,4'-dihydroxyarsenobenzene dihydrochloride (EXACT_SYNONYM)— chebi
4,4'-(1,2-diarsenediyl)bis(2-aminophenol) dihydrochloride (EXACT_SYNONYM)— chebi
4,4'-(diarsene-1,2-diyl)bis(2-aminophenol) dihydrochloride (EXACT_SYNONYM)— chebi
4,4'-arsenobis(2-aminophenol) dihydrochloride (EXACT_SYNONYM)— chebi
6,6'-dihydroxy-3,3'-diarsene-1,2-diyldianilinium dichloride (EXACT_SYNONYM)— chebi
Arsphenamine (EXACT_SYNONYM)— chebi
Ehrlich 606 (EXACT_SYNONYM)— chebi
Salvarsan (EXACT_SYNONYM)— chebi
arsenphenolamine hydrochloride (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

Activity roles

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

CHEBI:36051 CHEBI:36051

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
ARO	`ARO:3000552`	arsphenamine	`antibioticmech:aro-b2ea540a4a`	2026-08-30
CHEBI	`CHEBI:9016`	arsphenamine	`antibioticmech:chebi-23c61f0455`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, 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.