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Hello, this is Dr. Jess. I am sorry to hear about Harvey! Is there any way to take a photo of his nails?
In case you are not able to take and post a photo, I will reply now and check back in later. So I would be concerned that Harvey could have an infection of the nail bed. We see this fairly commonly in dogs and we can see an overgrowth of yeast, an overgrowth of bacteria, or a combination of both. This infection often causes a dark discoloration at the base of he nail/the nail bed, and can make the foot/nails itchy, resulting in pets licking and biting at their feet. It can also cause the nails to become more brittle.
This isn't something that can be treated with an over the counter product, so my recommendation would be to make an appointment for your vet to check out Harvey's feet. They can do some testing by looking under a microscope to see if there are yeast or bacteria growing at the nail bed, and can prescribe appropriate medication based on this testing, or determine if a different problem is present.
Please let me know if you have any additional questions!