guanidine
Small moleculeapproved
Approved
Oct 2, 1939
Guanidine is a small basic compound. Guanidine stimulates the neuromuscular junction presynaptically by inhibiting voltage-gated potassium (Kv) channels, leading to the enhanced release of acetylcholine in the synaptic cleft. This stimulatory effect of guanidine underlies its use in the therapy for the neuromuscular diseases. The hydrochloride salt of guanidine was approved by FDA for the reduction of the symptoms of muscle weakness and easy fatigability associated with the myasthenic syndrome of Eaton-Lambert. — NCATS
Clinical trial activity
0 trials · 0 clinical orgs · 2 marketing orgs
Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0
Timeline
1930s
- Oct 2, 1939
Schering-Plough — Earliest FDA Approval
- Oct 2, 1939
Schering-Plough — NDA Organization
- Oct 2, 1939
Merck — NDA Secondary Org
Indications
Mechanism of action
Voltage-gated potassium channel blocker
- Potassium voltage-gated channel subfamily KQT member 1 (KCNQ1) ↗
- Potassium voltage-gated channel subfamily D member 3 (KCND3) ↗
- Potassium voltage-gated channel subfamily H member 2 (KCNH2) ↗
- Potassium voltage-gated channel subfamily A member 2 (KCNA2) ↗
- Potassium voltage-gated channel subfamily A member 1 (KCNA1) ↗
- Potassium voltage-gated channel subfamily KQT member 2 (KCNQ2) ↗
- Potassium voltage-gated channel subfamily KQT member 3 (KCNQ3) ↗
- Potassium voltage-gated channel subfamily A member 7 (KCNA7) ↗
- Potassium voltage-gated channel subfamily KQT member 5 (KCNQ5) ↗
- Potassium voltage-gated channel subfamily KQT member 4 (KCNQ4) ↗
- Potassium voltage-gated channel subfamily H member 1 (KCNH1) ↗
- Potassium voltage-gated channel subfamily A member 4 (KCNA4) ↗
- Potassium voltage-gated channel subfamily A member 5 (KCNA5) ↗
- Potassium voltage-gated channel subfamily A member 3 (KCNA3) ↗
- Potassium voltage-gated channel subfamily A member 6 (KCNA6) ↗
- Potassium voltage-gated channel subfamily C member 1 (KCNC1) ↗
- Potassium voltage-gated channel subfamily D member 2 (KCND2) ↗
- Potassium voltage-gated channel subfamily B member 2 (KCNB2) ↗
- Potassium voltage-gated channel subfamily C member 4 (KCNC4) ↗
- Potassium voltage-gated channel subfamily C member 3 (KCNC3) ↗
- Potassium voltage-gated channel subfamily B member 1 (KCNB1) ↗
- Potassium voltage-gated channel subfamily A member 10 (KCNA10) ↗
- Potassium voltage-gated channel subfamily V member 1 (KCNV1) ↗
- Potassium voltage-gated channel subfamily H member 5 (KCNH5) ↗
- Potassium voltage-gated channel subfamily G member 3 (KCNG3) ↗
- Potassium voltage-gated channel subfamily G member 4 (KCNG4) ↗
- Potassium voltage-gated channel subfamily V member 2 (KCNV2) ↗
- Potassium voltage-gated channel subfamily S member 1 (KCNS1) ↗
- Potassium voltage-gated channel subfamily H member 8 (KCNH8) ↗
- Potassium voltage-gated channel subfamily C member 2 (KCNC2) ↗
- Potassium voltage-gated channel subfamily S member 3 (KCNS3) ↗
- Potassium voltage-gated channel subfamily H member 6 (KCNH6) ↗
- Potassium voltage-gated channel subfamily F member 1 (KCNF1) ↗
- Potassium voltage-gated channel subfamily H member 7 (KCNH7) ↗
- Potassium voltage-gated channel subfamily D member 1 (KCND1) ↗
- Potassium voltage-gated channel subfamily G member 1 (KCNG1) ↗
- Potassium voltage-gated channel subfamily G member 2 (KCNG2) ↗
- Potassium voltage-gated channel subfamily H member 3 (KCNH3) ↗
- Potassium voltage-gated channel subfamily S member 2 (KCNS2) ↗
- Potassium voltage-gated channel subfamily H member 4 (KCNH4) ↗
- HERG
- Voltage-gated potassium channel subunit Kv1.5
- Voltage-gated potassium channel subunit Kv7.2
- Voltage-gated potassium channel subunit Kv1.2
- Voltage-gated potassium channel subunit Kv1.3
- Voltage-gated potassium channel subunit Kv7.4
- Voltage-gated potassium channel subunit Kv4.3
- Voltage-gated potassium channel subunit Kv1.7
- Voltage-gated potassium channel subunit Kv7.5
- Voltage-gated potassium channel subunit Kv1.1
- Voltage-gated potassium channel subunit Kv7.1
- Voltage-gated potassium channel subunit Kv7.3
- Voltage-gated potassium channel subunit Kv1.6
- Voltage-gated potassium channel subunit Kv3.1
- Voltage-gated potassium channel subunit Kv1.4
- Potassium voltage-gated channel subfamily D member 2
- Voltage-gated potassium channel, KQT; KCNQ2(Kv7.2)/KCNQ3(Kv7.3)
- Potassium voltage-gated channel subfamily B member 2
- Potassium voltage-gated channel subfamily B member 1
- Potassium voltage-gated channel subfamily C member 2
- Potassium voltage-gated channel subfamily H member 3
- KCNQ (Kv7) potassium channel
- Voltage-gated potassium channel KCNQ3/KCNQ4
- Voltage-gated potassium channel KCNQ3/KCNQ5
- KCNQ4/KCNQ5
- Voltage-gated potassium channel subunit Kv10.1
- Potassium voltage-gated channel subfamily A member 10
- Potassium voltage-gated channel subfamily H member 6
Approval history
- approvedOct 2, 1939
Chemistry & pharmacology
Loading structure…
SMILES
N=C(N)N- Mol. weight
- 59.07 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Discontinued
Oral
Yes
Parenteral
No
Topical
No
Sources
- ChEMBLCHEMBL821 ↗
- WikipediaGuanidine ↗
- NCATSJU58VJ6Y3B ↗
- ChEMBLCHEMBL1200728 ↗
Also known as
- aminoformamidine
- aminomethanamidine
- aminomethanamidine
- carbamamidine
- gu
- gu
- guanidin
- guanidin
- guanidin
- guanidine
- guanidine
- guanidine
- guanidine
- guanidine
- guanidine
- guanidine
- guanidine
- guanidine hcl
- guanidine hcl
- guanidine hcl
- guanidine hydrochloride
- guanidine hydrochloride
- guanidine hydrochloride
- guanidine hydrochloride
- guanidine hydrochloride
- h2n-c(=nh)-nh2
- h2n-c(=nh)-nh2
- imidourea
- imidourea
- iminourea
- iminourea
- iminourea
Organizations
Marketing (2)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Merck | For profit | NDA2 | Oct 2, 1939 |
| Schering-Plough | For profit | NDA | Oct 2, 1939 |