N,N,N',N'-Tetramethyl-1,4-butanediamine

Details

• Internal ID: 5483ec0c-f961-4562-9b93-abea4f4e220d
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Tertiary amines > Trialkylamines
• IUPAC Name: N,N,N',N'-tetramethylbutane-1,4-diamine
• SMILES (Canonical): CN(C)CCCCN(C)C
• SMILES (Isomeric): CN(C)CCCCN(C)C
• InChI: InChI=1S/C8H20N2/c1-9(2)7-5-6-8-10(3)4/h5-8H2,1-4H3
• InChI Key: VEAZEPMQWHPHAG-UHFFFAOYSA-N
• Popularity: 33 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₂₀N₂
• Molecular Weight: 144.26 g/mol
• Exact Mass: 144.162648646 g/mol
• Topological Polar Surface Area (TPSA): 6.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• N,N,N',N'-Tetramethyl-1,4-butanediamine
• N1,N1,N4,N4-Tetramethylbutane-1,4-diamine
• Tetramethyldiaminobutane
• Tetramethylputrescine
• 1,4-Bis(dimethylamino)butane
• N,N,N',N'-Tetramethyl-1,4-diaminobutane
• N,N,N',N'-Tetramethyltetramethylenediamine
• 1,4-Butanediamine, N,N,N',N'-tetramethyl-
• N,N,N',N'-Tetramethylputrescine
• N,N,N',N'-tetramethylbutane-1,4-diamine
• EINECS 203-878-5
• alpha,delta-(Tetramethyldiamino)butane
• BRN 1735538
• UNII-5J7765FHLU
• AI3-23335
• n,n,n',n'-Tetramethyl-1,4'-butanediamine
• 5J7765FHLU
• .alpha.,.delta.-(Tetramethyldiamino)butane
• 1,4-Butanediamine, N1,N1,N4,N4-tetramethyl-
• 4-04-00-01284 (Beilstein Handbook Reference)
• Tetramethylputrescin
• N,N,N,N-Tetramethyl-1,4-Butanediamine
• SCHEMBL21216
• 2,7-Dimethyl-2,7-diazaoctane
• DTXSID0059403
• VEAZEPMQWHPHAG-UHFFFAOYSA-
• TETRAMETHYLDIAMINOBUTANE [MI]
• MFCD00008338
• n,n,n',n'-tetramethylbutylenediamine
• AKOS015894497
• (CH3)2N(CH2)4N(CH3)2
• AS-75485
• LS-45683
• CS-0095543
• FT-0606798
• N,N,N',N'-tetramethyl-butane-1,4-diamine
• T1289
• D94769
• N,N,N',N'-Tetramethyl-1,4-butanediamine, 98%
• N1,N1,N4,-nu-N4-Tetramethyl-1,4-butanediamine
• J-640337
• J-800340
• N,N,N\',N\'-TETRAMETHYL-1,4-BUTANEDIAMINE
• Q27262400
• InChI=1/C8H20N2/c1-9(2)7-5-6-8-10(3)4/h5-8H2,1-4H3
• N(SUP1),N(SUP1),N(SUP4),N(SUP4)-TETRAMETHYL-1,4-BUTANEDIAMINE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8209	82.09%
Caco-2	+	0.9392	93.92%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.9000	90.00%
Subcellular localzation	Lysosomes	0.6655	66.55%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9715	97.15%
P-glycoprotein inhibitior	-	0.9856	98.56%
P-glycoprotein substrate	-	0.9570	95.70%
CYP3A4 substrate	-	0.5631	56.31%
CYP2C9 substrate	-	0.8371	83.71%
CYP2D6 substrate	+	0.6842	68.42%
CYP3A4 inhibition	-	0.9859	98.59%
CYP2C9 inhibition	-	0.9562	95.62%
CYP2C19 inhibition	-	0.9296	92.96%
CYP2D6 inhibition	-	0.9654	96.54%
CYP1A2 inhibition	-	0.6540	65.40%
CYP2C8 inhibition	-	0.9987	99.87%
CYP inhibitory promiscuity	-	0.9854	98.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6300	63.00%
Carcinogenicity (trinary)	Non-required	0.6435	64.35%
Eye corrosion	+	0.9878	98.78%
Eye irritation	+	0.9891	98.91%
Skin irritation	+	0.7900	79.00%
Skin corrosion	+	0.9786	97.86%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6782	67.82%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6418	64.18%
Acute Oral Toxicity (c)	II	0.8170	81.70%
Estrogen receptor binding	-	0.9318	93.18%
Androgen receptor binding	-	0.9283	92.83%
Thyroid receptor binding	-	0.7426	74.26%
Glucocorticoid receptor binding	-	0.7970	79.70%
Aromatase binding	-	0.8565	85.65%
PPAR gamma	-	0.8712	87.12%
Honey bee toxicity	-	0.9392	93.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.6401	64.01%

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	91.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.40%	98.95%
CHEMBL2885	P07451	Carbonic anhydrase III	82.23%	87.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.43%	90.08%

Plants that contains it

• Duboisia myoporoides
• Hyoscyamus reticulatus
• Ruellia rosea
• Solanum wendlandii

Cross-Links

• PubChem: 66074
• NPASS: NPC209596
• LOTUS: LTS0258261
• wikiData: Q27262400