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Behcet's disease

The ulcers of Behcet's are painful and recurrent, and part of a systemic syndrome, unlike the classic single, painless chancre of primary syphilis.

Chancroid

The ulcer of chancroid is distinguished by being painful and soft, with a ragged, undermined border and purulent base, the opposite of a syphilitic chancre.

EBV ulcer

Genital ulcers from EBV are rare, painful, and diagnosed by exclusion, lacking the classic induration of a chancre.

Fixed drug eruption

This is a recurrent lesion in the exact same spot triggered by a drug, not an infectious ulcer.

Genital herpes

Herpes is distinguished by its initial grouped vesicles that evolve into multiple, painful, shallow ulcers, unlike the typically single, painless, indurated ulcer of syphilis.

Lymphogranuloma venereum

The primary ulcer of LGV is small, painless, and transient, often going unnoticed before the development of painful inguinal lymphadenopathy (buboes).

Squamous cell carcinoma

A cancerous ulcer would be chronic and persistent, with firm, indurated borders, and would not resolve spontaneously or respond to penicillin like a chancre.

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