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I am sorry to hear you are worried about Winston. How long has he been vomiting; when did it start?
Not eating normally, and vomiting, can indicate many conditions: infection, parasites, internal organ (liver, kidney, pancreas) disease, inflammatory bowel disease, and (sadly) cancer. Check his gums to see if they are a normal pink color, or pale.
If I could, I would start with a thorough physical exam: Take his temp with a thermometer (normal is 101 to 102), palpate his lymph nodes and internal organs, listen to his heart, feel his pulses, etc.
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Or, we can continue here. Let me know what you want to do.
How was he treated; what medications did he take?
I agree he needs to eat, but to do that we need to find the underlying reason for the vomiting and his not eating.
It might not be good to give Deramaxx to a dog that is not eating and is vomiting.
Antibiotics would help if this were a bacterial infecion, but not if he has pancreatitis, liver or kidney disease, etc. I would consider doing blood tests and xrays if this were my own dog.
Let me know if this is helpful and if you have more questions. I will only be online a little longer tonight.
How is Winston doing? I have not hear back from you. Was this helpful; can I answer anything else?