Hydralazine

Details

• Internal ID: 83140854-985a-4b6b-a237-773c9505c358
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Phthalazines
• IUPAC Name: phthalazin-1-ylhydrazine
• SMILES (Canonical): C1=CC=C2C(=C1)C=NN=C2NN
• SMILES (Isomeric): C1=CC=C2C(=C1)C=NN=C2NN
• InChI: InChI=1S/C8H8N4/c9-11-8-7-4-2-1-3-6(7)5-10-12-8/h1-5H,9H2,(H,11,12)
• InChI Key: RPTUSVTUFVMDQK-UHFFFAOYSA-N
• Popularity: 12,555 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈N₄
• Molecular Weight: 160.18 g/mol
• Exact Mass: 160.074896272 g/mol
• Topological Polar Surface Area (TPSA): 63.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 1-Hydrazinophthalazine
• 1-Hydrazinylphthalazine
• 86-54-4
• Hypophthalin
• Aprezolin
• Hydralazin
• phthalazin-1-ylhydrazine
• Apresolin
• Hidralazin
• Hydrazinophthalazine
• Hidralazina
• Idralazina
• 1(2H)-Phthalazinone, hydrazone
• 6-Hydralazine
• Hydrallazine
• 1-Phthalazinylhydrazine
• Hydralazinum
• Phthalazine, 1-hydrazino-
• Ciba 5968
• Hydrazone 1(2H)-phthalazinone
• Hidral
• 1(2H)-Phthalazinone hydrazone
• (2H)-Phthalazinone hydrazone
• C 5968
• NSC-126699
• 26NAK24LS8
• CHEBI:5775
• DTXSID4023129
• 5-25-17-00412 (Beilstein Handbook Reference)
• NSC126699
• 1-hydrazinylidene-1,2-dihydrophthalazine
• Hydrallazin
• RefChem:55329
• Hydralazine mono Hydrochloride
• mono-Hydrochloride, Hydralazine
• DTXCID703129
• C02DB02
• 201-680-3
• Apresoline
• 59275-69-3
• (E)-1-Hydrazono-1,2-dihydrophthalazine
• Apressin (pharmaceutical)
• C-5968
• Praparat 5968
• 1044569-46-1
• Hydralazine (INN)
• NSC 126699
• C-5068
• (1Z)-1(2H)-Phthalazinone hydrazone
• Apresolin; Apresoline; Apressin
• Dihydralazine EP Impurity C
• phthalazinylhydrazine
• Idralazina [DCIT]
• phthalazine, 1-hydrazino-, hydrochloride
• Idralazina [Italian]
• Hidralazina [Spanish]
• HYDRALAZINE [INN]
• (E)-1-Hydrazineylidene-1,2-dihydrophthalazine
• (Z)-1-Hydrazineylidene-1,2-dihydrophthalazine
• (Z)-1-Hydrazono-1,2-dihydrophthalazine hydrochloride
• Hydralazine [INN:BAN]
• Hydralazinum [INN-Latin]
• Hidralazina [INN-Spanish]
• HLZ
• Hidral (TN)
• CCRIS 5385
• NCGC00015501-02
• CAS-304-20-1
• EINECS 201-680-3
• BRN 0132615
• UNII-26NAK24LS8
• phthalazone hydrazone
• Hydralazine polistirex
• Ophthazin Impurity 1
• 1-hydrazonophthalazine
• Spectrum_000875
• HYDRALAZINE [MI]
• Prestwick0_000169
• Prestwick1_000169
• Prestwick2_000169
• Spectrum2_000969
• Spectrum3_000455
• Spectrum4_000005
• Spectrum5_000822
• Lopac-H-1753
• HYDRALAZINE [IARC]
• Epitope ID:137349
• HYDRALAZINE [VANDF]
• SCHEMBL7810
• NCIOpen2_001484
• Lopac0_000593
• Oprea1_207681
• Oprea1_416878
• BSPBio_002130
• HYDRALAZINE [WHO-DD]
• KBioGR_000349
• KBioSS_001355
• WLN: T66 CNNJ BMZ
• DivK1c_000117
• SPBio_000977
• SPBio_001958
• Discontinued See: H716531
• CHEMBL276832
• GTPL7326
• orb1308014
• orb1705271
• SCHEMBL2609687
• SCHEMBL6617758
• SCHEMBL6617760
• BDBM81461
• HY-B0464A
• KBio1_000117
• KBio2_001355
• KBio2_003923
• KBio2_006491
• KBio3_001350
• RPTUSVTUFVMDQK-UHFFFAOYSA-
• 1(2H)-Phthalazinone hydrazone #
• NINDS_000117
• ALBB-023848
• NSC_3637
• EBC-26110
• SBB071765
• STK246900
• Hydralazine; phthalazin-1-ylhydrazine
• AKOS000122609
• AKOS016843064
• AKOS028109138
• CCG-204682
• DB01275
• SDCCGSBI-0050575.P005
• CAS_86-54-4
• IDI1_000117
• NCGC00015501-01
• NCGC00015501-03
• NCGC00015501-04
• NCGC00015501-05
• NCGC00015501-06
• NCGC00015501-07
• NCGC00015501-17
• NCGC00162199-01
• LS-13412
• SBI-0050575.P004
• DB-328941
• CS-0013620
• NS00007527
• ST45026967
• EN300-34025
• (1E)-1-hydrazinylidene-1,2-dihydrophthalazine
• C07040
• D08044
• AB00053483_03
• AB01274815-01
• AB01274815_02
• Q419987
• BRD-K82103381-003-03-7
• BRD-K82103381-003-06-0
• BRD-K82103381-003-07-8
• BRD-K82103381-003-08-6
• BRD-K82103381-003-09-4
• DIHYDRALAZINE SULFATE, HYDRATED IMPURITY B [EP IMPURITY]
• InChI=1/C8H8N4/c9-11-8-7-4-2-1-3-6(7)5-10-12-8/h1-5H,9H2,(H,11,12)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.3953	39.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9661	96.61%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.8750	87.50%
BSEP inhibitior	-	0.8665	86.65%
P-glycoprotein inhibitior	-	0.9877	98.77%
P-glycoprotein substrate	-	0.8819	88.19%
CYP3A4 substrate	-	0.5983	59.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8021	80.21%
CYP3A4 inhibition	+	0.5260	52.60%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.6182	61.82%
CYP inhibitory promiscuity	-	0.5294	52.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.4302	43.02%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.7101	71.01%
Skin irritation	+	0.6195	61.95%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	+	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6524	65.24%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.9108	91.08%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	II	0.7378	73.78%
Estrogen receptor binding	-	0.7796	77.96%
Androgen receptor binding	-	0.5670	56.70%
Thyroid receptor binding	+	0.5830	58.30%
Glucocorticoid receptor binding	-	0.5540	55.40%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6701	67.01%
Honey bee toxicity	-	0.9003	90.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.8000	80.00%
Fish aquatic toxicity	-	0.6446	64.46%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2439	P05164	Myeloperoxidase	900 nM	IC50	via Super-PRED
CHEMBL1293256	P40225	Thrombopoietin	39.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	95.15%	95.52%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.64%	91.11%
CHEMBL2535	P11166	Glucose transporter	83.63%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.55%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.05%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.21%	85.30%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.19%	96.67%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.31%	93.81%

Plants that contains it

• Achillea nobilis
• Achillea pseudopectinata

Cross-Links

• PubChem: 3637
• LOTUS: LTS0006915
• wikiData: Q419987