1,4-Diazabicyclo[2.2.2]octane

Details

• Internal ID: 51a0b740-6846-4655-b64f-602a5a7cc32f
• Taxonomy: Organoheterocyclic compounds > Diazinanes > Piperazines > N-alkylpiperazines
• IUPAC Name: 1,4-diazabicyclo[2.2.2]octane
• SMILES (Canonical): C1CN2CCN1CC2
• SMILES (Isomeric): C1CN2CCN1CC2
• InChI: InChI=1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2
• InChI Key: IMNIMPAHZVJRPE-UHFFFAOYSA-N
• Popularity: 4,661 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₂N₂
• Molecular Weight: 112.17 g/mol
• Exact Mass: 112.100048391 g/mol
• Topological Polar Surface Area (TPSA): 6.50 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Triethylenediamine
• 280-57-9
• Dabco
• 1,4-DIAZABICYCLO(2.2.2)OCTANE
• 1,4-Ethylenepiperazine
• Dabco 33LV
• Dabco crystal
• TEDA
• Texacat TD 100
• Dabco S-25
• N,N'-endo-Ethylenepiperazine
• D 33LV
• 1,4-Diazabicyclo-octane
• Dabco EG
• Dabco R-8020
• Thancat TD 33
• Bicyclo(2,2,2)-1,4-diazaoctane
• 1,4-diazabicyclooctane
• 1,4-diazabicyclo[2,2,2]octane
• 1,4-Diazobicyclo(2.2.2)octane
• Dabco crystalline
• 1,4-diaza-bicyclo[2.2.2]octane
• Triethylene diamine
• NSC 56362
• Tegoamin 33
• CCRIS 6692
• TED
• HSDB 5556
• 1,4-Diaza[2.2.2]bicyclooctane
• EINECS 205-999-9
• 1,4-Diazabicyclo [2.2.2] octane
• UNII-X8M57R0JS5
• AI3-24809
• X8M57R0JS5
• DTXSID0022016
• 1,4-Diazobicyclo[2.2.2]octane
• Bicyclo[2.2.2]-1,4-diazaoctane
• NSC-56362
• Bicyclo[2.2.2]octane, 1,4-diaza-
• 1,4-diazabicyclo[2.2.2]octane (dabco)
• 1,4-DIAZABICYCLO-(2,2,2)-OCTANE
• EC 205-999-9
• DTXCID902016
• 1,4-diazabicyclo(2,2,2)octane
• 1,4-diazobicyclo(2,2,2)octane
• 1,4-diazobicyclo[2,2,2]octane
• 1,4-diazabicyclo (2.2.2)octane
• 1,4-diazabicyclo [2.2.2]octane
• 1,4-diazabicyclo(2.2.2) octane
• 1,4-diazabicyclo(2.2.2)-octane
• 1,4-diazabicyclo[2.2.2] octane
• 1,4-diazabicyclo[2.2.2]-octane
• 1,4-diazabicyclo (2.2.2) octane
• 1,4-diazabicyclo-[2,2,2]-octane
• Triethylene-diamine
• CAS-280-57-9
• MFCD00006689
• Trietilenodiamina
• Tego Amine
• Kaolizer 31
• Tegamine 33
• Activator 105E
• Dabco 3LV
• Texacat TD 33
• Texacat TD-33
• 14-Ethylenepiperazine
• Jeffcat TD 100
• 1,4-etilenopiperazina
• Dabco S 25
• Minico L 1020
• PC-TD
• 1,4-DIAZABICYCLO-[2.2.2]OCTANE
• Niax A 33
• Teda L 33
• Dabco L 1202
• D0Y4AS
• TEDA-L33
• PC CAT TD 33
• SCHEMBL14938
• DABCO(R) 33-LV
• N N'-endo-Ethylenepiperazine
• TRIETHYLENEDIAMINE [MI]
• 33LV
• GTPL2577
• SCHEMBL7266053
• CHEMBL3183414
• 1,4diazabicyclo[2,2,2]octane
• TRIETHYLENEDIAMINE [HSDB]
• 1.4-diazabicyclo[2.2.2]octan
• 1,4-Diazabicylo[2.2.2]octane
• CHEBI:151129
• 1,4 diazabicyclo[2,2,2]octane
• 1,4-diazabicyclo-2,2,2-octane
• 1,4-diazabicyclo[2,2,21octane
• 1,4-diazabicyclo[2.2.21octane
• 1,4-Diazabicylco[2,2,2]octane
• AE 33
• L 33E
• LV 33
• 1,4- diazabicyclo(2,2,2)octane
• 1,4-di azabicyclo[2.2.2]octane
• 1,4-diaza bicyclo[2,2,2]octane
• 1,4-diaza bicyclo[2.2.2]octane
• 1,4-diazabicyclo (2,2,2)octane
• 1,4-diazabicyclo-[2,2,2]octane
• 1,4-diazabicyclo[2,2,2]-octane
• AMY25627
• NSC56362
• Bicyclo[2.2.2]-1 4-diazaoctane
• Tox21_201323
• Tox21_302908
• 1,4-diazabiciclo [2.2.2] octano
• 1,4-diazabicyclo (2,2,2) octane
• 1,4-diazabicyclo-[2.2.2]-octane
• STL185594
• TD 100
• 1,4-Diazabicyclo-nu[2.2.2]octane
• Biciclo [2.2.2]-1,4-diazaoctano
• Diazabicyclo(2,2,2)octane, 1,4-
• 1,4-diaza bicyclo-[2,2.2]-octane
• 1,4-diaza-bicyclo-[2,2,2]-octane
• AKOS000119052
• CS-W020025
• NCGC00249025-01
• NCGC00256609-01
• NCGC00258875-01
• 88935-43-7
• BP-13441
• L 33
• LC 96003
• LS-59703
• PS-11951
• D0134
• FT-0700572
• EN300-18991
• D70975
• Q423673
• Q-201875
• triethylenediamine/ 1,4-diazabicyclo[2.2.2]octane
• F1908-0059
• 1,4-Diazabicyclo[2.2.2]octane, ReagentPlus(R), >=99%
• 1,4-Diazabicyclo[2.2.2]octane, Vetec(TM) reagent grade, 98%
• InChI=1/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9520	95.20%
Caco-2	+	0.8265	82.65%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5310	53.10%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.9878	98.78%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9541	95.41%
P-glycoprotein inhibitior	-	0.9881	98.81%
P-glycoprotein substrate	-	0.9864	98.64%
CYP3A4 substrate	-	0.7952	79.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4810	48.10%
CYP3A4 inhibition	-	0.9569	95.69%
CYP2C9 inhibition	-	0.9523	95.23%
CYP2C19 inhibition	-	0.9690	96.90%
CYP2D6 inhibition	-	0.8641	86.41%
CYP1A2 inhibition	-	0.7575	75.75%
CYP2C8 inhibition	-	0.9989	99.89%
CYP inhibitory promiscuity	-	0.7918	79.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6549	65.49%
Eye corrosion	+	0.9828	98.28%
Eye irritation	+	0.9834	98.34%
Skin irritation	+	0.8623	86.23%
Skin corrosion	+	0.7542	75.42%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6521	65.21%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.9177	91.77%
skin sensitisation	-	0.9006	90.06%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5085	50.85%
Acute Oral Toxicity (c)	III	0.7879	78.79%
Estrogen receptor binding	-	0.9503	95.03%
Androgen receptor binding	-	0.9516	95.16%
Thyroid receptor binding	-	0.9254	92.54%
Glucocorticoid receptor binding	-	0.9060	90.60%
Aromatase binding	-	0.8510	85.10%
PPAR gamma	-	0.9491	94.91%
Honey bee toxicity	-	0.8560	85.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.8385	83.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.30%	96.09%

Plants that contains it

• Cicuta virosa
• Cnidium monnieri

Cross-Links

• PubChem: 9237
• NPASS: NPC89546