I have Type 2 diabetes and travel with Byetta, an injectable, that I keep cool with a Rubbermaid blue ice thing I got at REI. I put the syringe in a quart size baggie that, in turn, goes into a gallon baggie that contains the blue ice thing. (The baggie also contains the label from the Byetta but no one has ever wanted to see it.) I have a separate baggie (1 quart) for the needles and swabs. I also have pill meds in seven-day containers.
All of this I carry in my computer case that I ALWAYS keep with me ie NO gate check.
All of my interactions with TSA with this arrangement have been positive; the gallon bag comes out and goes through the machine and is recognized as separate from my shaving cream, toothpaste, and mouthwash which goes in my carry-on.
Enjoy your travels!