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CID 657376

HCID 657376
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
549-18-8
Standard SMILES
CN(C)CCC=C1c2ccccc2CCc2ccccc21.[Cl-].[H+]
InChIKey
KFYRPLNVJVHZGT-UHFFFAOYSA-N
Molecular formula
C20H24ClN
Average molar mass
313.9 g/mol
Monoisotopic mass
313.1597275

Overview

See also: Amitriptyline Hydrochloride (preferred); Amitriptyline (has active moiety); Amitriptyline hydrochloride; perphenazine (component of) ... View More ...

Names & identifiers

Preferred name
CID 657376
IUPAC
N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine;hydron;chloride
English name
Amitriptyline hydrochloride
Molecular formula
C20H24ClN
Molecular weight
313.86

Names & synonyms

SCHEMBL3055149AKOS015917367AMITRIPTYLINE HCLamitidendepAmitriptyline Hydrochloride (200 mg)deprexNormalnAmiplindomicaletrafonsaroten

Database identifiers

CAS
549-18-8
PubChem CID
657376

Properties

Computed structural properties

Topological polar surface area
3.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
22
Formal charge
0
Complexity
331

Physicochemical properties

Melting point
196 · 196-197°C
Flash point
11 °C · 11 °C
storage temp.
2 · 2-8°C
solubility
2 O: · H2O: soluble
form
powder
pka
9.4 · 9.4(at 25℃)
color
white to off-white
PH
4.5 · 4.5~6.0 (10g/l, 25℃)
Water Solubility
almost transparency
Merck
14 · 14,487
Henry's Law Constant
1.4 · 1.4×102 mol/(m3Pa) at 25℃, HSDB (2015)
BCS Class
1 · 1
InChI
InChI=1S/C20H23N.ClH/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20;/h3-6,8-12H,7,13-15H2,1-2H3;1H
InChIKey
KFYRPLNVJVHZGT-UHFFFAOYSA-N
SMILES
CN(CC/C=C1/C2=C(C=CC=C2)CCC2=C/1C=CC=C2)C.[H]Cl
CAS DataBase Reference
549 · 549-18-8(CAS DataBase Reference)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
tsca
TSCA listed
rtecs
HO9450000
ridadr
UN 2811 6.1/PG 3
hs_code
29214990
Toxicity
LD50 in mice, rats (mg/kg): 350, 380 orally; 65, 75 i.p. (Tobe)
risk_code
23/24/25-36/37/38-42/43-63-39/23/24/25-11-50/53-36-22
Signal word
Danger
Symbol(GHS)
GHS06,GHS08,GHS09
hazard_code
T,F,N,Xn
safety_code
22-26-36/37/39-45-36/37-16-61-60-7
hazard_class
6.1(b)
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group
III
Hazard statements
H301-H319-H361d-H410
REACH Registrations
Active
Hazard Classifications
Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Repr. 2
Precautionary statements
P202-P264-P270-P273-P301+P310-P305+P351+P338

Chemistry & industry

Applications · 5 items

DescriptionAmitriptyline (hydrochloride) (CRM) (Item No. 19031) is a certified reference material categorized as a tricyclic antidepressant. This product is intended for analytical forensic applications. This product is also available as a general research tool .

Usesvasoconstrictor

UsesAmitriptyline hydrochloride is a tricyclic antidepressant drug. Amitriptyline hydrochloride inhibits the norepinephrine and serotonin transporters but has a high affinity for α1-adrenergic, serotonin and muscarinic acetylcholine receptors.

UsesAmitriptyline hydrochloride has been used:as an antidepressant to study its effects on social behavior and memory in transgenic for acid sphingomyelinase (t-ASM) miceas a tricyclic antidepressant to analyze its effects on glucocorticoid receptor function in whole human bloodas an anti-depressant to study its effects on scratching and locomotion behavior in chloroquine-induced mouse

General DescriptionAmitriptyline, 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine hydrochloride,5-(3-dimethylaminopropylidene)-10,11-dihydro-5Hdibenzo[a,d]cycloheptene hydrochloride (Elavil), is one ofthe most anticholinergic and sedative of the TCAs. Becauseit lacks the ring-electron–enriching nitrogen atom ofimipramine, metabolic inactivation mainly proceeds not at theanalogous 2-position but at the benzylic 10-position (i.e.,toluene-like metabolism predominates). Because of the 5-exocyclic double bond, E- and Z-hydroxy isomers are producedby oxidation metabolism. Conjugation produces excretablemetabolites. As is typical of the dimethyl compounds,N-demethylation occurs, and nortriptyline is produced, whichhas a less anticholinergic, less sedative, and more stimulantaction than amitriptyline. Nortriptyline is a SNERI; thecomposite action of drug and metabolite is nonselective.

Upstream & downstream products

Upstream raw materials

Acetyl keteneAmitriptylineDiethyl ether

Related reactions

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New reaction record

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
NCI Dictionary of Cancer Terms
amitriptyline hydrochloride
FDA UNII
26 LUD4JO9K · 26LUD4JO9K
NCI Drug Dictionary
amitriptyline hydrochloride
EPA Substance Registry System
Amitriptyline hydrochloride (549-18-8)
UNSPSC Code
41116107 · 41116107
NACRES
77 · NA.77
Protein binding
96 % · 96%
Excreted unchanged in urine
2 % · <2%
Volume of distribution
6 · 6-36(L/kg)
Biological half-life
9 · 9-25 / Unchanged
Symbol(GHS)
6 · GHS06,GHS08,GHS09
Signal word
Danger
Hazard statements
301 · H301-H319-H361d-H410
Precautionary statements
202 · P202-P264-P270-P273-P301+P310-P305+P351+P338
PPE
3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes
T,F,N,Xn
Risk Statements
23 · 23/24/25-36/37/38-42/43-63-39/23/24/25-11-50/53-36-22
Safety Statements
22 · 22-26-36/37/39-45-36/37-16-61-60-7
RIDADR
2811 · UN 2811 6.1/PG 3
WGK Germany
3 · 3
RTECS
9450000 · HO9450000
TSCA
TSCA listed
HazardClass
6.1 · 6.1(b)
PackingGroup
III
HS Code
29214990 · 29214990
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
3 OralAquatic · Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Repr. 2
Toxicity
50 in · LD50 in mice, rats (mg/kg): 350, 380 orally; 65, 75 i.p. (Tobe)
REACH Registrations
Active
Ammonium chloride
Dilute hydrochloric acid
Phosphorus pentoxide
Phenylacetic acid
Hydrogen
Hydrochloric acid
Phthalic anhydride
3-Chloro-1-(N,N-dimethyl)propylamine

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
HubeiwidelychemicaltechnologyCo.,Ltd18627774460 · [email protected]
湖北海克斯生化有限公司17362916295; 17362916295 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
重庆康洲智通医药科技有限公司173-08362167 17308362167 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
上海弘顺生物科技有限公司15901914505 · [email protected]
Jai Radhe Sales+(91)-(79)-26431096/65255722 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
南京圣亿来化工有限公司19951936396 · [email protected]
上海相辉医药科技有限公司13761987713 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
上海隆盛化工有限公司58099637 13585536065 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
深圳菲斯生物科技有限公司0755-83725681-603
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
上海创赛科技有限公司400-6087598 15021221957 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
上海嵩爰化工科技有限公司010-1234567 18521000990 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
九鼎化学(上海)科技有限公司4009209199 · [email protected]
杭州鼎燕化工有限公司0571-87157530-8003 18049756717 · [email protected]
西安美川生物科技有限公司029-89275612 +8618991951683 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
上海珞珐生化科技有限公司021-51111890 15317326293 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
成都大道三灵生物科技有限公司18108108965 18108108965 · [email protected]

Additional notes

DefinitionChEBI: Amitriptyline hydrochloride is an organic tricyclic compound.