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.

Label unavailable CHEBI:33406
Label unavailable CHEBI:36807
Label unavailable CHEBI:50954
organoarsenic antibiotic 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Activity roles

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

antisyphilitic drug 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 (YAML).

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